4-chloro-1H,5H,6H,7H-pyrido[2,3-d]pyrimidine → (2-{4-(4-Fluoro-3-trifluoromethyl-phenyl)-2-[1-(5,6,7,8-tetrahydro-pyrido[2,3-d]pyrimidin-4-yl)-piperidin-4-yl]-imidazol-1-yl}-ethyl)-dimethylamine

HRID 629805Notes

Reaction equation

HRID 629805 reaction equation
Cl[C:2]1[C:3]2[CH2:11][CH2:10][CH2:9][NH:8][C:4]=2[N:5]=[CH:6][N:7]=1.[F:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[N:20]=[C:21]([CH:29]3[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]3)[N:22]([CH2:24][CH2:25][N:26]([CH3:28])[CH3:27])[CH:23]=2)=[CH:15][C:14]=1[C:35]([F:38])([F:37])[F:36]>>[F:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[N:20]=[C:21]([CH:29]3[CH2:34][CH2:33][N:32]([C:2]4[C:3]5[CH2:11][CH2:10][CH2:9][NH:8][C:4]=5[N:5]=[CH:6][N:7]=4)[CH2:31][CH2:30]3)[N:22]([CH2:24][CH2:25][N:26]([CH3:28])[CH3:27])[CH:23]=2)=[CH:15][C:14]=1[C:35]([F:36])([F:37])[F:38]

Participants

3

Reactant 2

HCID 445585444-chloro-1H,5H,6H,7H-pyrido[2,3-d]pyrimidineHCID 60194946N,N-Dimethyl-2-(piperidine-4-yl)-4-[3-(trifluoromethyl)-4-fluorophenyl]-1H-imidazole-1-ethanamine

Product 1

HCID 74766903(2-{4-(4-Fluoro-3-trifluoromethyl-phenyl)-2-[1-(5,6,7,8-tetrahydro-pyrido[2,3-d]pyrimidin-4-yl)-piperidin-4-yl]-imidazol-1-yl}-ethyl)-dimethylamine

Procedure

The title compound was prepared according to the procedure described for the preparation of A5 by using 4-chloro-5,6,7,8-tetrahydropyrido[2,3-d]pyrimidine coupling with 2-(4-(4-fluoro-3-(trifluoromethyl)phenyl)-2-(piperidin-4-yl)-1H-imidazol-1-yl)-N,N-dimethylethanamine. LC-MS (M+H=518, obsd.=518);

Sources & evidence

ORD record
ord-96aced4edf134a30ae4b6570a347917d
Source dataset
uspto-grants-2016_04
Patent number
US09315517B2

Reaction notes

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