Pyrrolidine → 2-(Pyrrolidin-1-yl)-6-(trifluoromethyl)pyridine-3-carboxylic acid

HRID 1438394Notes

Reaction equation

HRID 1438394 reaction equation
Cl[C:2]1[N:10]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[NH:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1>>[N:15]1([C:2]2[N:10]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:8]=[CH:7][C:3]=2[C:4]([OH:6])=[O:5])[CH2:19][CH2:18][CH2:17][CH2:16]1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 27782102-Chloro-6-(trifluoromethyl)nicotinic acid

Product 1

HCID 670469932-(Pyrrolidin-1-yl)-6-(trifluoromethyl)pyridine-3-carboxylic acidYield 95.2%

Procedure

A mixture of 2-chloro-6-(trifluoromethyl)nicotinic acid (purchased from APOLLO, 5.0 g, 22.2 mmol) and pyrrolidine (40 ml, 562 mmol) was stirred for 24 hours at room temperature according to J. Med. Chem., 2005, 48, 71-90). Then the reaction mixture was evaporated in vacuo to give the title compound (5.5 g, 95%).

Workup

  1. customThen the reaction mixture was evaporated in vacuo

Sources & evidence

ORD record
ord-08f513b71c6349f99ec8f19e24965fb3
Source dataset
uspto-grants-2009_11
Patent number
US07622589B2

Reaction notes

Loading…