Dimethylamine → 2-(Dimethylamino)-6-(trifluoromethyl)nicotinic acid

HRID 1438408Notes

Reaction equation

HRID 1438408 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].[CH3:15][NH:16][CH3:17].C1COCC1>>[CH3:15][N:16]([CH3:17])[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]

Participants

4

Reactant 3

HCID 674DimethylamineHCID 8028TetrahydrofuranHCID 27782102-Chloro-6-(trifluoromethyl)nicotinic acid

Product 1

HCID 573845332-(Dimethylamino)-6-(trifluoromethyl)nicotinic acidYield 96%

Procedure

A mixture of 2-chloro-6-(trifluoromethyl)nicotinic acid (APOLLO, 2.5 g, 11.1 mmol) and 2M N-methylmethanamine in THF solvent (50 ml, 25 mmol) was stirred for 24 hours at room temperature according to J. Med. Chem., 2005, 48, 71. Then the reaction mixture-was evaporated in vacuo to give the title compound (2.5 g, 96%).

Workup

  1. customThen the reaction mixture-was evaporated in vacuo

Sources & evidence

ORD record
ord-81d6a0e37fe94d889d39bc3c566431a8
Source dataset
uspto-grants-2009_11
Patent number
US07622589B2

Reaction notes

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