2-Methyl-6-(3-fluorophenyl)-nicotinic acid → 6-(3-Fluorophenyl)-2-methyl-N-(1,2,3,4-tetrahydroquinolin-7-yl)nicotinamide

HRID 494230

Reaction equation

HRID 494230 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][CH2:8][N:9]2C(=O)C(F)(F)F)=[CH:4][CH:3]=1.[CH3:18][C:19]1[N:27]=[C:26]([C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([F:34])[CH:29]=2)[CH:25]=[CH:24][C:20]=1[C:21](O)=[O:22]>>[F:34][C:30]1[CH:29]=[C:28]([C:26]2[CH:25]=[CH:24][C:20]([C:21]([NH:1][C:2]3[CH:11]=[C:10]4[C:5]([CH2:6][CH2:7][CH2:8][NH:9]4)=[CH:4][CH:3]=3)=[O:22])=[C:19]([CH3:18])[N:27]=2)[CH:33]=[CH:32][CH:31]=1

Participants

3

Reactant 2

HCID 690396012-Methyl-6-(3-fluorophenyl)-nicotinic acidHCID 820484221-(7-Amino-3,4-dihydroquinolin-1(2H)-yl)-2,2,2-trifluoroethanone

Product 1

HCID 576826836-(3-Fluorophenyl)-2-methyl-N-(1,2,3,4-tetrahydroquinolin-7-yl)nicotinamide

Procedure

Using the procedure outlined in Example 38, the title compound was prepared from 7-amino-1-trifluoroacetyl-1,2,3,4-tetrahydroquinoline (D5) (48 mg, 0.20 mmol) and 2-methyl-6-(3-fluorophenyl)-nicotinic acid (D25) (50 mg, 0.22 mmol) as an off-white solid. MS(ES): MH+ 362, M-H+ 360.

Sources & evidence

ORD record
ord-7f1f1831da97479b99f231ed0f84c38b
Source dataset
uspto-grants-2009_05
Patent number
US07538121B2

Linked notes

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