Azepane → N-(7-Azepan-1-yl-4-methoxy-benzothiazol-2-yl)-4-nitro-benzamide

HRID 1060317Notes

Reaction equation

HRID 1060317 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5](OC)=[C:4]([N+:10]([O-:12])=[O:11])[CH:3]=1.[NH:13]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1.[N+](C1C=CC(C(Cl)=O)=CC=1)([O-])=O.FC1C=CC([C:37]([NH:39][C:40]2[S:41][C:42]3[C:48](N4CCOCC4)=[CH:47][CH:46]=[C:45]([O:55][CH3:56])[C:43]=3[N:44]=2)=[O:38])=CC=1>>[N:13]1([C:48]2[C:42]3[S:41][C:40]([NH:39][C:37](=[O:38])[C:7]4[CH:2]=[CH:3][C:4]([N+:10]([O-:12])=[O:11])=[CH:5][CH:6]=4)=[N:44][C:43]=3[C:45]([O:55][CH3:56])=[CH:46][CH:47]=2)[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1

Participants

5

Reactant 4

HCID 8119AzepaneHCID 85024-Nitrobenzoyl chlorideHCID 1185334-Bromo-2-nitroanisoleHCID 102002144-fluoro-N-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-benzamide

Product 1

HCID 86584951N-(7-Azepan-1-yl-4-methoxy-benzothiazol-2-yl)-4-nitro-benzamide

Procedure

The title compound was prepared using 4-bromo-1-methoxy-2-nitro-benzene, azepane and 4-nitro-benzoyl chloride 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=427 (M+H+).

Workup

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

Sources & evidence

ORD record
ord-0587c4c851624e4e8ec7d58b7c7c962c
Source dataset
uspto-grants-2003_02
Patent number
US06521754B2

Reaction notes

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