[(R)-1-(4-aminophenyl)pyrrolidin-3-yl]dimethylamine → 6-Bromo-3-[4-((R)-3-dimethylaminopyrrolidin-1-yl)phenyl]-3H-thieno[3,2-d]pyrimidin-4-one

HRID 72206Notes

Reaction equation

HRID 72206 reaction equation
CO[C:3]([C:5]1[S:6][C:7]([Br:15])=[CH:8][C:9]=1[N:10]=[CH:11][N:12]([CH3:14])C)=[O:4].NC1[CH:22]=[CH:21][C:20]([N:23]2[CH2:27][CH2:26][C@@H:25]([N:28]([CH3:30])[CH3:29])[CH2:24]2)=[CH:19][CH:18]=1>>[Br:15][C:7]1[S:6][C:5]2[C:3](=[O:4])[N:12]([C:14]3[CH:22]=[CH:21][C:20]([N:23]4[CH2:27][CH2:26][C@@H:25]([N:28]([CH3:30])[CH3:29])[CH2:24]4)=[CH:19][CH:18]=3)[CH:11]=[N:10][C:9]=2[CH:8]=1

Participants

3

Reactant 2

HCID 59815627[(R)-1-(4-aminophenyl)pyrrolidin-3-yl]dimethylamineHCID 600270405-Bromo-3-(dimethylaminomethyleneamino)thiophene-2-carboxylic acid methyl ester

Product 1

HCID 689763236-Bromo-3-[4-((R)-3-dimethylaminopyrrolidin-1-yl)phenyl]-3H-thieno[3,2-d]pyrimidin-4-one

Procedure

5-Bromo-3-(dimethylaminomethyleneamino)thiophene-2-carboxylic acid methyl ester was reacted with [(R)-1-(4-aminophenyl)pyrrolidin-3-yl]dimethylamine by method A1. The product with the molecular weight of 418.05 (C18H19BrN4OS) was obtained in this way; MS (ESI): 419 (M+H+).

Workup

  1. customThe product with the molecular weight of 418.05 (C18H19BrN4OS) was obtained in this way

Sources & evidence

ORD record
ord-b09aa307646b42ebb55e70626da66793
Source dataset
uspto-grants-2014_09
Patent number
US08828991B2

Reaction notes

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