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[ CAS No. 13916-99-9 ] {[proInfo.proName]}

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Chemical Structure| 13916-99-9
Chemical Structure| 13916-99-9
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Product Details of [ 13916-99-9 ]

CAS No. :13916-99-9 MDL No. :MFCD00236656
Formula : C11H6FN Boiling Point : No data available
Linear Structure Formula :- InChI Key :XQSGYYNFKIQWAC-UHFFFAOYSA-N
M.W : 171.17 Pubchem ID :2736734
Synonyms :

Safety of [ 13916-99-9 ]

Signal Word:Danger Class:6.1
Precautionary Statements:P233-P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P304-P304+P340-P305+P351+P338-P312-P321-P322-P330-P332+P313-P337+P313-P340-P361-P362-P363-P403-P403+P233-P405-P501 UN#:2811
Hazard Statements:H301-H311-H315-H319-H335 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 13916-99-9 ]

* 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 [ 13916-99-9 ]

[ 13916-99-9 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 4138-26-5 ]
  • [ 13916-99-9 ]
  • 1-(4-cyano-1-naphthyl)-3-piperidinecarboxylic acid amide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate; In dimethyl sulfoxide; at 100℃; for 3h; Example 73 (Preparation of Compound 74) A mixture of 4-fluoro-1-naphthonitrile (100 mg), <strong>[4138-26-5]nipecotamide</strong> (150 mg), potassium carbonate (161 mg), and dimethylsulfoxide (1.5 mL) was stirred at 100°C for 3 hours. After cooling to room temperature, the reactact was poured into water and extracted with ethyl acetate. The extracts were washed with water, dried and concentrated. The obtained residue was purified by silica gel column chromatography to obtain 1-(4-cyano-1-naphthyl)-3-piperidinecarboxylic acid amide (140 mg) (Compound 74). mp 187 - 18°C. 1H-NMR (300 MHz, DMSO-d6) delta: 1.51-1.64 (1H, m), 1.76-1.87 (2H, m), 1.96-2.02 (1H, m), 2.65-2.81 (2H, m), 2.90 (1H, t, J=11.1 Hz), 3.38-3.48 (2H, m), 6.90 (1H, br.s), 7.17 (1H, d, J=8.4 Hz), 7.40 (1H, br.s), 7.68 (1H, ddd, J=8.1, 6.6 and 1.2 Hz), 7.76 (1H, ddd, J=8.1, 6.6 and 1.2 Hz), 8.02-8.07 (1H, m), 8.15-8.17 (1H, m). IR (KBr) 3422, 2216, 1661 cm-1
  • 2
  • [ 7037-49-2 ]
  • [ 13916-99-9 ]
  • 4-[4-(3-hydroxypropyl)-1-piperidinyl]-1-naphthonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
In tetrahydrofuran; water; dimethyl sulfoxide; at 100℃; for 3h; Example 85 (Preparation of Compound 88) To a mixture of ethyl 3-(4-piperidinyl)butyrate (870 mg) and tetrahydrofuran (10 mL) was added lithium aluminum hydride (178 mg) at 0°C, and the mixture was stirred for 6 hours. Water (0.18 mL), a 25percent potassium hydroxide solution (0.18 mL) and water (0.54 mL) were sequentially added and the mixture was stirred for 14 hours. Insolubles were filtered off using celite and mother liquor was concentrated to obtain a pale yellow oily matter (590 mg). A mixture of the obtained matter (167 mg), 4-fluoro-1-naphthonitrile (100 mg), potassium carbonate (202 mg) and dimethylsulfoxide (1.0 mL) was stirred at 100°C for 3 hours. After cooling to room temperature, the reactant was poured into water and extracted with ethyl acetate. The extracts were washed with water, dried and concentrated. The obtained residue was purified by silica gel column chromatography to obtain 4-[4-(3-hydroxypropyl)-1-piperidinyl]-1-naphthonitrile (105 mg) (Compound 88). mp 114 - 115°C. 1H-NMR (300 MHz, CDCl3) delta: 1.30 (1H, t, J=5.4 Hz), 1.43-1.54 (4H, m), 1.57-1.72 (3H, m), 1.90-1.92 (2H, m), 2.80 (2H, t, J=11.7 Hz), 3.49-3.54 (2H, m), 3.70 (2H, td, J=6.6 and 5.4 Hz), 7.00 (1H, d, J=8.1 Hz), 7.56 (1H, ddd, J=8.4, 6.9 and 1.5 Hz), 7.65 (1H, ddd, J=8.4, 6.9 and 1.5 Hz), 7.82 (1H, d, J=8.1 Hz), 8.14-8.20 (2H, m). IR (KBr) 2932, 2216, 1572 cm-1
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