4-Bromo-2-nitroanisole → 4-Fluoro-N-(4-methoxy-7-[1,4]oxazepan-4-yl-benzothiazol-2-yl)-benzamide

HRID 1060315Notes

Reaction equation

HRID 1060315 reaction equation
BrC1C=CC(OC)=C([N+]([O-])=O)C=1.[O:13]1[CH2:19][CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1.[F:20][C:21]1[CH:46]=[CH:45][C:24]([C:25]([NH:27][C:28]2[S:29][C:30]3[C:36](N4CCOCC4)=[CH:35][CH:34]=[C:33]([O:43][CH3:44])[C:31]=3[N:32]=2)=[O:26])=[CH:23][CH:22]=1>>[F:20][C:21]1[CH:22]=[CH:23][C:24]([C:25]([NH:27][C:28]2[S:29][C:30]3[C:36]([N:16]4[CH2:17][CH2:18][CH2:19][O:13][CH2:14][CH2:15]4)=[CH:35][CH:34]=[C:33]([O:43][CH3:44])[C:31]=3[N:32]=2)=[O:26])=[CH:45][CH:46]=1

Participants

4

Reactant 3

HCID 1185334-Bromo-2-nitroanisoleHCID 102002144-fluoro-N-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-benzamideHCID 218732751,4-Oxazepane

Product 1

HCID 222831304-Fluoro-N-(4-methoxy-7-[1,4]oxazepan-4-yl-benzothiazol-2-yl)-benzamide

Procedure

The title compound was prepared strarting from 4-bromo-1-methoxy-2-nitro-benzene and [1.4]Oxazepane as described for 4-fluoro-N-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-benzamide (Example 275) and obtained as a light yellow solid in about 10% overall yield, MS: m/e=402 (M+H+).

Workup

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

Sources & evidence

ORD record
ord-43d5f67a7d7a440b9eb342f37c40bad7
Source dataset
uspto-grants-2003_02
Patent number
US06521754B2

Reaction notes

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