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

HRID 2250763Notes

Reaction equation

HRID 2250763 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[C:4]([N+:10]([O-])=O)[CH:3]=1.[O:13]1[CH2:19][CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1.[F:20][C:21]1[CH:44]=[CH:43][C:24]([C:25]([NH:27][C:28]2[S:29]C3C=CC=C(N4CCOCC4)C=3N=2)=[O:26])=[CH:23][CH:22]=1>>[F:20][C:21]1[CH:44]=[CH:43][C:24]([C:25]([NH:27][C:28]2[S:29][C:3]3[C:2]([N:16]4[CH2:17][CH2:18][CH2:19][O:13][CH2:14][CH2:15]4)=[CH:7][CH:6]=[C:5]([O:8][CH3:9])[C:4]=3[N:10]=2)=[O:26])=[CH:23][CH:22]=1

Participants

4

Reactant 3

HCID 1185334-Bromo-2-nitroanisoleHCID 218732751,4-OxazepaneHCID 867605934-fluoro-N-(4-morpholin-4-yl-benzothiazol-2-yl)-benzamide

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-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-6728b04330b44b9b9474c04323f45658
Source dataset
uspto-grants-2008_01
Patent number
US07317007B2

Reaction notes

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