ChemicalBook CAS DataBase List ethyl 2-chloro-4-ethoxy-nicotinate

ethyl 2-chloro-4-ethoxy-nicotinate synthesis

7synthesis methods

Product Name:ethyl 2-chloro-4-ethoxy-nicotinate
CAS Number:127423-61-4
Molecular formula:C10H19NO5S
Molecular Weight:265.33

109431-87-0 Synthesis

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Yield: 100%

Reaction Conditions:

with triethylamine in dichloromethane at 20;Cooling with ice;

Steps:

20.1
Example 20. N-(4-(4-amino-l-((S)-pyrrolidin-3-yl)-lH-pyrazolo[3,4-d]pyrimidin-3- yl)phenyl)-3-(trifluoromethyl)benzamide (AD070); Step 1; [0200] (i?)-l-(ter￡-butoxycarbonyl)pyrrolidin-3-yl methanesulfonate. A solution of (R)- tert-bntyl 3-hydroxypyrrolidine-l-carboxylate (1.0 g, 5.3 mmol) and triethylamine (2.77 mL, 20 mmol) in CH₂Cl₂ (20 mL) was cooled in an ice-water bath. To this, methanesulfonyl chloride (1.15 mL, 15 mmol) diluted in CH₂Cl₂ (10 mL) was added dropwise. The reaction was left stirring for 12 hours at room temperature. Water was added, and organic phases extracted in CH₂Cl₂ (3x 50 mL), which were subsequently dried onto silica and purified by silica gel chromatography (50% EtOAc:Hexanes to 100% EtOAc gradient) to afford (R)-I- (te/t-butoxycarbonyl)pyrrolidin-3-yl methanesulfonate (1.53 g, brown oil, 100% yield).

References:

THE REGENTS OF THE UNIVERSITY OF CALIFORNIA;DAR, Arvin;SHOKAT, Kevan M. WO2010/45542, 2010, A2 Location in patent:Page/Page column 73

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