3-Fluoro-4-(2-(pyrrolidin-1-yl)ethoxy)aniline → 6-Bromo-3-[3-fluoro-4-(2-pyrrolidin-1-ylethoxy)phenyl]-3H-thieno[3,2-d]pyrimidin-4-one

HRID 532441Notes

Reaction equation

HRID 532441 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].[F:16][C:17]1[CH:18]=C(N)[CH:20]=[CH:21][C:22]=1[O:23][CH2:24][CH2:25][N:26]1[CH2:30][CH2:29][CH2:28][CH2:27]1>C(O)(C)C>[Br:15][C:7]1[S:6][C:5]2[C:3](=[O:4])[N:12]([C:14]3[CH:20]=[CH:21][C:22]([O:23][CH2:24][CH2:25][N:26]4[CH2:30][CH2:29][CH2:28][CH2:27]4)=[C:17]([F:16])[CH:18]=3)[CH:11]=[N:10][C:9]=2[CH:8]=1

Participants

4

Reactant 2

HCID 196272463-Fluoro-4-(2-(pyrrolidin-1-yl)ethoxy)anilineHCID 600270405-Bromo-3-(dimethylaminomethyleneamino)thiophene-2-carboxylic acid methyl ester

Product 1

HCID 689365036-Bromo-3-[3-fluoro-4-(2-pyrrolidin-1-ylethoxy)phenyl]-3H-thieno[3,2-d]pyrimidin-4-one

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

5-Bromo-3-(dimethylaminomethyleneamino)thiophene-2-carboxylic acid methyl ester was reacted with 3-fluoro-4-(2-pyrrolidin-1-ylethoxy)phenylamine by method A with addition of isopropanol in addition. The product with the molecular weight of 438.32 (C18H17BrFN3O2S) was obtained in this way; MS (ESI): 438, 440 (M+H+).

Workup

  1. customThe product with the molecular weight of 438.32 (C18H17BrFN3O2S) was obtained in this way

Sources & evidence

ORD record
ord-a2ce043b1d0240078a91013974122a90
Source dataset
uspto-grants-2014_10
Patent number
US08853208B2

Reaction notes

Loading…