Pyrrolidine → 4-Fluoro-N-(4-methoxy-7-pyrrolidin-1-yl-benzothiazol-2-yl)-benzamide

HRID 2308529Notes

Reaction equation

HRID 2308529 reaction equation
BrC1C=CC(OC)=C([N+]([O-])=O)C=1.N1CCCC1.[F:18][C:19]1[CH:44]=[CH:43][C:22]([C:23]([NH:25][C:26]2[S:27][C:28]3[C:34]([N:35]4[CH2:40][CH2:39]O[CH2:37][CH2:36]4)=[CH:33][CH:32]=[C:31]([O:41][CH3:42])[C:29]=3[N:30]=2)=[O:24])=[CH:21][CH:20]=1>>[F:18][C:19]1[CH:20]=[CH:21][C:22]([C:23]([NH:25][C:26]2[S:27][C:28]3[C:34]([N:35]4[CH2:36][CH2:37][CH2:39][CH2:40]4)=[CH:33][CH:32]=[C:31]([O:41][CH3:42])[C:29]=3[N:30]=2)=[O:24])=[CH:43][CH:44]=1

Participants

4

Reactant 3

HCID 31268PyrrolidineHCID 1185334-Bromo-2-nitroanisoleHCID 102002144-fluoro-N-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-benzamide

Product 1

HCID 222831854-Fluoro-N-(4-methoxy-7-pyrrolidin-1-yl-benzothiazol-2-yl)-benzamide

Procedure

The title compound was prepared strarting from 4-bromo-1-methoxy-2-nitro-benzene and pyrrolidine as described for 4-fluoro-N-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-benzamide (Example 275) and obtained as a light brown solid in about 10% overall yield, MS: m/e=372 (M+H+).

Workup

  1. customobtained as a light brown solid in about 10% overall yield, MS

Sources & evidence

ORD record
ord-6554cc33d2b14be7809b881419c31f8d
Source dataset
uspto-grants-2004_12
Patent number
US06835732B2

Reaction notes

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