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[ CAS No. 20028-40-4 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
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Chemical Structure| 20028-40-4
Chemical Structure| 20028-40-4
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Product Details of [ 20028-40-4 ]

CAS No. :20028-40-4 MDL No. :MFCD00457746
Formula : C9H11N3 Boiling Point : No data available
Linear Structure Formula :- InChI Key :GFQZSGGPNZDNBC-UHFFFAOYSA-N
M.W : 161.20 Pubchem ID :800907
Synonyms :

Safety of [ 20028-40-4 ]

Signal Word:Danger Class:8
Precautionary Statements:P280-P305+P351+P338-P310 UN#:3259
Hazard Statements:H314 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 20028-40-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 20028-40-4 ]

[ 20028-40-4 ] Synthesis Path-Downstream   1~19

  • 1
  • [ 4760-34-3 ]
  • [ 459-73-4 ]
  • [ 20028-40-4 ]
  • 2
  • [ 4760-35-4 ]
  • [ 20028-40-4 ]
YieldReaction ConditionsOperation in experiment
Step 1b 1-Methyl-2-(aminomethyl)benzimidazole Add the product (Preparation 12, Step 1a) (10.3 g) to a solution of potassium hydroxide (5.20 g) in methanol (200 mL). Stir the resulting mixture at room temperature for 30 minutes, filter, and concentrate the filtrate in vacuo. Extract the with EtOAc (400 mL) and filter. Concentrate the filtrate in vacuo to give the title compound as a white solid (5.60 g).
  • 5
  • [ 95-54-5 ]
  • [ 20028-40-4 ]
  • 6
  • [ 53332-79-9 ]
  • [ 20028-40-4 ]
YieldReaction ConditionsOperation in experiment
With potassium hydroxide; In methanol; at 20℃; for 0.5h; Step 1b; 1-Methyl-2-(aminomethyl)benzimidazole; [Show Image] Add the product (Preparation 12, Step 1a) (10.3 g) to a solution of potassium hydroxide (5.20 g) in methanol (200 mL). Stir the resulting mixture at room temperature for 30 minutes, filter, and concentrate the filtrate in vacuo. Extract the with EtOAc (400 mL) and filter. Concentrate the filtrate in vacuo to give the title compound as a white solid (5.60 g).
  • 7
  • C38H31Cl2N2O5Pol [ No CAS ]
  • [ 20028-40-4 ]
  • C47H41ClN5O5Pol [ No CAS ]
YieldReaction ConditionsOperation in experiment
In N,N-dimethyl-formamide; for 18h; Step 2; N3-[4-[(1-Methylbenzimidazol-2-yl)methyl]aminomethylbenzoyl)-N2-Cbz-L-2,3-diaminopropionic acid on 2-chlorotrityl resin; [Show Image] Shake the resin (Preparation 4, Step 1) (1.50 g, 0.60 mmol) and <strong>[20028-40-4]1-methyl-2-(aminomethyl)benzimidazole</strong> (5.00 g) in DMF (25 mL) in a sealed vial for 18 hours. Transfer resin to funnel apparatus, and wash the resin with DMF (25 mL x 5) and then CH2Cl2 (20 mL x 5) to give the title resin.
  • 8
  • [ 20028-40-4 ]
  • 3-((4-(3-acetamidophenyl)pyrimidin-2-yl)amino)-N-((1-methyl-1H-benzo[d]imidazol-2-yl)methyl)benzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
17% 7.9 grams (11.04 mmol, 1.9 eq) of PL-TFP Resin (source: Polymer Laboratories) was weighed into a pressure tube. 60 ml of DCM was added. 2 g (5.74 mmol) of 3-(4-(3- acetamidophenyl)pyrimidin-2-ylamino)benzoic acid was dissolved in 15 ml of DMF and[0 After 10 min, this solution was added to the pressure tube. Dimethylaminopyridine (4.41 mmol, .6 eq, source: Acros) was added to the pressure tube as a solid, followed by 1,3- diisopropylcarbodiimide (33.08 mmol, 4.5 eq, source: Acros). The pressure tube was sealed and the reaction was placed on a vertical shaker overnight. The resin was filtered, and then washed 3 times with DMF, followed by three times with THF, followed by three times with.5 DCM. The resin was then dried overnight by vaccum.[0270] 300 mg of resin prepared above (loading = 0.6 mmol/g, .18 mmol) was added to a 1 dram vial. 2 ml of DMA were added. 1 ml of (1 -methyl- lH-benzo[d] imidazol-2- yl)methanamine (0.12 mmol, 0.67 eq) dissolved in DMA was added to the vial. The reaction was stirred overnight at room temperature. The reaction was filtered and rinsed twice with 410 ml of MeOH. The solution was further purified by HPLC to yield ( 3-(4-(4- acetamidophenyl)pyrimidin-2-ylamino)-N-(( 1 -methyl- 1 H-benzo[d]imidazol-2- yl)methyl)benzamide 83 (10.2 mg, 17%). <n="275"/>1H-NMR (400MHz, d6-DMSO): 10.23 (s, IH), 9.80 (s, IH), 9.01 (t, IH), 8.52 (t, 2H), 8.17- 8.19 (m, 2H), 7.91-7.93 (m, IH), 7.75 (d, 2H), 7.50-7.59 (m, 3H), 7.39-7.43 (m, 2H), 7.16- 7.26 (m, 2H), 4.80 (d, 2H), 3.86 (s, 3H), 2.10 (s, 3H). MS (EI) for C28H25N7O2: 492.4 (MH+).
  • 9
  • [ 439933-59-2 ]
  • [ 20028-40-4 ]
  • [ 440098-94-2 ]
YieldReaction ConditionsOperation in experiment
EXAMPLE 41 2-[1-(3,4-Dimethoxy-benzyl)-7,8-dimethoxy-1,3,4,5-tetrahydro-benzo[c]azepin-2-yl]-N-(1-methyl-1H-benzoimidazol-2-ylmethyl)-2-phenyl-acetamide: prepared by reaction of [1-(3,4-dimethoxy-benzyl)-7,8-dimethoxy-1,3,4,5-tetrahydro-benzo[c]azepin-2-yl]-phenyl-acetic acid with <strong>[20028-40-4]C-(1-methyl-1H-benzoimidazol-2-yl)-methylamine</strong>. LC-MS: rt=3.50 min, 635 (M+1, ES+).
  • 10
  • [ 17422-74-1 ]
  • [ 20028-40-4 ]
  • [ 949304-63-6 ]
  • 11
  • [ 1051929-84-0 ]
  • [ 20028-40-4 ]
  • C34H42F3N7O5 [ No CAS ]
  • 12
  • [ 20028-40-4 ]
  • [ 75-36-5 ]
  • [ 20028-38-0 ]
  • 13
  • [ 1203605-21-3 ]
  • [ 20028-40-4 ]
  • [ 1422360-66-4 ]
  • 14
  • [ 50-00-0 ]
  • [ 13616-82-5 ]
  • [ 20028-40-4 ]
  • [ 1442637-86-6 ]
  • 15
  • [ 1442637-90-2 ]
  • [ 20028-40-4 ]
  • 16
  • [ 1289487-00-8 ]
  • [ 20028-40-4 ]
  • [ 1449370-57-3 ]
YieldReaction ConditionsOperation in experiment
72% In methanol; at 20℃; for 5h; <strong>[20028-40-4](1-methyl-1H-benzo[d]imidazol-2-yl)methanamine</strong> (0.97 g, 6 mmol) was dissolved in dry CH3OH(10 mmL), and Cp3 (1.31 g, 5 mmol) was added, then, the mixture was stirred at room temperature for 5 h. Afterwards, the yellow precipitate was collected by filtration and purified by silica gel column chromatography (CH2Cl2:CH3OH= 20:1) to yield the desired product Cp2 as a yellow powder (1.46 g, 72% yield). IR (KBr, cm-1): 3442,3045, 2925, 1749, 1640, 1581, 1509, 1428, 1381, 1351, 1301, 1241, 825, 793, 737; MS (ESI-TOF): m/z = 406.1389 (M+); M+ calculated 406.1403; 1H NMR (400MHz, DMSO-d6) delta(ppm): 1.27-1.31 (t, 3H, J = 8Hz CH3) 3.83 (s, 3H, CH3), 4.22-4.28 (q, 2H, J = 8Hz, CH2), 5.38 (s, 2H, CH2), 6.50-6.53 (d, 1H, J = 12Hz, ArH), 7.19-7.25 (m, 2H, ArH), 7.57-7.62 (m, 2H, ArH), 7.69-7.71 (d, 1H, J = 8Hz, ArH), 8.60 (s, 1H, =CH), 9.13-9.16 (d, 1H, J = 12Hz, =CH), 14.20 (s, 1H, OH); 13CNMR (100MHz, DMSO-d6) delta(ppm): 179.38, 163.15, 161.77, 160.34, 155.89, 150.08, 149.93, 141.86, 135.96, 135.78, 122.36, 121.75, 121.28, 118.85, 110.21, 107.14, 104.71, 103.31, 60.53, 47.16, 29.71, 14.26.
  • 17
  • [ 1612184-09-4 ]
  • [ 20028-40-4 ]
  • [ 1612183-60-4 ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine; In butan-1-ol; at 110℃;Sealed tube; Example 4106-(2 , 3-Dimethylphenyl)-4-N-[2-(4-methanesulfonylphenyl)ethyl]pyrim idine-2 4-diamine.A mixture of 4-chloro-6-(2,3-dimethylphenyl)pyrimidin-2-amine (0.14 mmol), <strong>[20028-40-4](1-methylbenzimidazol-2-yl)methanamine</strong> (1.2 eq.) and N, N-diisopropylethylamine(1.25 eq.) in n-butanol (0.3 mL) was heated in a sealed tube at 11000 overnight.Methanol was added and the mixture was filtered and purified by preparativeH PLC. LCMS [M+H] 359.
With N-ethyl-N,N-diisopropylamine; In butan-1-ol; at 110℃;Sealed tube; Example 410 6-(2,3-Dimethylphenyl)-4-N-[2-(4-methanesulfonylphenyl)ethyl]pyrimidine-2,4- diamine. A mixture of 4-chloro-6-(2,3-dimethylphenyl)pyrimidin-2-amine (0.14 mmol), (1- methylbenzimidazol-2-yl)methanamine (1.2 equiv.) and N,N- diisopropylethylamine (1.25 equiv.) in n-butanol (0.3 mL) was heated in a sealed tube at 1 10C overnight. Methanol was added and the mixture was filtered and purified by preparative HPLC. LCMS [M+H]+ 359.
  • 18
  • [ 4760-34-3 ]
  • [ 20028-40-4 ]
  • 19
  • tert-butyl (2-((2-(methylamino)phenyl)amino)-2-oxoethyl)carbamate [ No CAS ]
  • [ 20028-40-4 ]
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Chemical Structure| 53332-79-9

A965446[ 53332-79-9 ]

[(1-Methyl-1H-benzimidazol-2-yl)methyl]amine dihydrochloride

Reason: Free-salt

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