(4R)-4-(3,4-difluorophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid → (4R)-4-(3,4-Difluorophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid {3-[4-(2-cyanophenyl)-piperidin-1-yl]-propyl}-amide

HRID 1250707Notes

Reaction equation

HRID 1250707 reaction equation
Cl.Cl.[NH2:3][CH2:4][CH2:5][CH2:6][N:7]1[CH2:12][CH2:11][CH:10]([C:13]2[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=2[C:15]#[N:16])[CH2:9][CH2:8]1.[F:21][C:22]1[CH:23]=[C:24]([C@@H:29]2[C:34]([C:35](O)=[O:36])=[C:33]([CH3:38])[NH:32][C:31](=[O:39])[NH:30]2)[CH:25]=[CH:26][C:27]=1[F:28]>>[C:15]([C:14]1[CH:17]=[CH:18][CH:19]=[CH:20][C:13]=1[CH:10]1[CH2:9][CH2:8][N:7]([CH2:6][CH2:5][CH2:4][NH:3][C:35]([C:34]2[C@@H:29]([C:24]3[CH:25]=[CH:26][C:27]([F:28])=[C:22]([F:21])[CH:23]=3)[NH:30][C:31](=[O:39])[NH:32][C:33]=2[CH3:38])=[O:36])[CH2:12][CH2:11]1)#[N:16]

Participants

3

Reactant 2

HCID 10587936(4R)-4-(3,4-difluorophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acidHCID 183266262-[1-(3-Aminopropyl)piperidin-4-yl]benzonitrile dihydrochloride

Product 1

HCID 10624993(4R)-4-(3,4-Difluorophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid {3-[4-(2-cyanophenyl)-piperidin-1-yl]-propyl}-amide

Procedure

2-[1-(3-amino-propyl)-piperidine-4-yl]-benzonitrile dihydrochloride as used in place of 2-[1-(3-amino-propyl)-piperidine-4-yl]-5-fluoro-enzonitnile dihydrochloride and (R)-4-(3,4-difluorophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid was used in place of (4R)-4-(3,4-difluorophenyl)-6-methoxymethyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid.

Sources & evidence

ORD record
ord-08b9d8d1929e4d4b9c9f57921be0ba8a
Source dataset
uspto-grants-2002_01
Patent number
US06339090B1

Reaction notes

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