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

HRID 607530Notes

Reaction equation

HRID 607530 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-3abdcd2d256b4eeb83481df1978b94d2
Source dataset
uspto-grants-2011_03
Patent number
US07915448B2

Reaction notes

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