5-(2-Cyclopropylethyl)-3-(dimethylaminomethyleneamino)thiophene-2-carboxylic acid methyl ester → 6-(2-Cyclopropylethyl)-3-(4-{(R)-3-[(2-methanesulfonylethyl)methylamino]pyrrolidin-1-yl}phenyl)-3H-thieno[3,2-d]pyrimidin-4-one

HRID 72210Notes

Reaction equation

HRID 72210 reaction equation
CO[C:3]([C:5]1[S:6][C:7]([CH2:15][CH2:16][CH:17]2[CH2:19][CH2:18]2)=[CH:8][C:9]=1[N:10]=[CH:11][N:12]([CH3:14])C)=[O:4].NC1[CH:26]=[CH:25][C:24]([N:27]2[CH2:31][CH2:30][C@@H:29]([N:32]([CH2:34][CH2:35][S:36]([CH3:39])(=[O:38])=[O:37])[CH3:33])[CH2:28]2)=[CH:23][CH:22]=1>>[CH:17]1([CH2:16][CH2:15][C:7]2[S:6][C:5]3[C:3](=[O:4])[N:12]([C:14]4[CH:26]=[CH:25][C:24]([N:27]5[CH2:31][CH2:30][C@@H:29]([N:32]([CH2:34][CH2:35][S:36]([CH3:39])(=[O:38])=[O:37])[CH3:33])[CH2:28]5)=[CH:23][CH:22]=4)[CH:11]=[N:10][C:9]=3[CH:8]=2)[CH2:18][CH2:19]1

Participants

3

Reactant 2

HCID 689386875-(2-Cyclopropylethyl)-3-(dimethylaminomethyleneamino)thiophene-2-carboxylic acid methyl esterHCID 68977203[(R)-1-(4-aminophenyl)pyrrolidin-3-yl]-(2-methanesulfonylethyl)methylamine

Product 1

HCID 576252976-(2-Cyclopropylethyl)-3-(4-{(R)-3-[(2-methanesulfonylethyl)methylamino]pyrrolidin-1-yl}phenyl)-3H-thieno[3,2-d]pyrimidin-4-one

Procedure

5-(2-Cyclopropylethyl)-3-(dimethylaminomethyleneamino)thiophene-2-carboxylic acid methyl ester was reacted with [(R)-1-(4-aminophenyl)pyrrolidin-3-yl]-(2-methanesulfonylethyl)methylamine by method A1. The product with the molecular weight of 500.57 (C25H32N4O3S2) was obtained in this way; MS (ESI): 501 (M+H+).

Workup

  1. customThe product with the molecular weight of 500.57 (C25H32N4O3S2) was obtained in this way

Sources & evidence

ORD record
ord-da7c56f6377842599c8942a175a6d475
Source dataset
uspto-grants-2014_09
Patent number
US08828991B2

Reaction notes

Loading…