2-(Difluoromethyl)benzaldehyde → 2-(2-(difluoromethyl)phenyl)-3-phenethyl-5-(trifluoromethyl)pyrido[4,3-d]pyrimidin-4(3H)-one

HRID 1170930Notes

Reaction equation

HRID 1170930 reaction equation
[F:1][CH:2]([F:11])[C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH:5]=O.[NH2:12][C:13]1[C:18]([C:19]([NH:21][CH2:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[O:20])=[C:17]([C:30]([F:33])([F:32])[F:31])[N:16]=[CH:15][CH:14]=1>>[F:1][CH:2]([F:11])[C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[C:5]1[N:21]([CH2:22][CH2:23][C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)[C:19](=[O:20])[C:18]2[C:17]([C:30]([F:33])([F:31])[F:32])=[N:16][CH:15]=[CH:14][C:13]=2[N:12]=1

Participants

3

Reactant 2

HCID 547723942-(Difluoromethyl)benzaldehydeHCID 595538854-amino-N-phenethyl-2-(trifluoromethyl)nicotinamide

Product 1

HCID 509166692-(2-(difluoromethyl)phenyl)-3-phenethyl-5-(trifluoromethyl)pyrido[4,3-d]pyrimidin-4(3H)-one

Procedure

Prepared analogous to Example 1 starting from 2-(difluoromethyl)benzaldehyde and 4-Amino-N-phenethyl-2-(trifluoromethyl)nicotinamide. 1H NMR (400 MHz, CDCl3) δ 8.88 (d, 1H), 7.77 (d, 1H), 7.72 (d, 1H), 7.69 (t, 1H), 7.61 (t, 1H), 7.19 (m, 4H), 6.89 (m, 2H), 6.77 (t, 1H), 4.28 (m, 1H), 3.78 (m, 1H), 2.95 (m, 2H). MS m/z 446.4 (M+H)+.

Sources & evidence

ORD record
ord-40b72a3c2c9146bbbfdca7feb1cd4ae1
Source dataset
uspto-grants-2010_11
Patent number
US07829572B2

Reaction notes

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