(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-(3',4',5',6'-tetrahydro-2'H-[2,4']bipyridinyl-1'-yl)-propyl]-amide

HRID 1250709Notes

Reaction equation

HRID 1250709 reaction equation
Cl.Cl.Cl.[N:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH:10]1[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][CH2:18][NH2:19])[CH2:12][CH2:11]1.[F:20][C:21]1[CH:22]=[C:23]([C@@H:28]2[C:33]([C:34](O)=[O:35])=[C:32]([CH3:37])[NH:31][C:30](=[O:38])[NH:29]2)[CH:24]=[CH:25][C:26]=1[F:27]>>[N:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH:10]1[CH2:11][CH2:12][N:13]([CH2:16][CH2:17][CH2:18][NH:19][C:34]([C:33]2[C@@H:28]([C:23]3[CH:24]=[CH:25][C:26]([F:27])=[C:21]([F:20])[CH:22]=3)[NH:29][C:30](=[O:38])[NH:31][C:32]=2[CH3:37])=[O:35])[CH2:14][CH2:15]1

Participants

3

Reactant 2

HCID 10587936(4R)-4-(3,4-difluorophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acidHCID 702960043-(3',4',5',6'-Tetrahydro-2'H-[2,4']bipyridinyl-1'-yl)-propylamine trihydrochoride

Product 1

HCID 10576280(4R)-4-(3,4-Difluorophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid [3-(3',4',5',6'-tetrahydro-2'H-[2,4']bipyridinyl-1'-yl)-propyl]-amide

Procedure

3-(3′,4′,5′,6′-Tetrahydro-2′H-[2,4′]bipyridinyl-1′-yl)-propylamine trihydrochoride was used in place of 2-[1-(3-amino-propyl)-piperidine-4-yl]-5-fluoro-benzonitrile dihydrochloride and (4R)-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-ded77e4afbd8407b93faf19f152f4f16
Source dataset
uspto-grants-2002_01
Patent number
US06339090B1

Reaction notes

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