4-Bromo-2-nitroanisole → 4-{4-Methoxy-2-[(5-methyl-thiophene-2-carbonyl)-amino]-benzothiazol-7-yl}-piperazine-1-carboxylic acid benzyl ester

HRID 1062986Notes

Reaction equation

HRID 1062986 reaction equation
[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.BrC1C=CC(OC)=C([N+]([O-])=O)C=1.[CH3:29][O:30][C:31]1[C:36]2[N:37]=[C:38]([NH:40][C:41]([C:43]3[S:44][C:45]([CH3:48])=[CH:46][CH:47]=3)=[O:42])[S:39][C:35]=2[C:34](N2CCOCC2)=[CH:33][CH:32]=1>>[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][N:14]([C:34]2[C:35]3[S:39][C:38]([NH:40][C:41]([C:43]4[S:44][C:45]([CH3:48])=[CH:46][CH:47]=4)=[O:42])=[N:37][C:36]=3[C:31]([O:30][CH3:29])=[CH:32][CH:33]=2)[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 1185334-Bromo-2-nitroanisoleHCID 643495Benzyl piperazine-1-carboxylateHCID 865849135-Methyl-thiophene-2-carboxylic acid (4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-amide

Product 1

HCID 865849124-{4-Methoxy-2-[(5-methyl-thiophene-2-carbonyl)-amino]-benzothiazol-7-yl}-piperazine-1-carboxylic acid benzyl ester

Procedure

The title compound was synthesized starting from N-benzyloxycarbonylpiperazine and 4-bromo-2-nitroanisole as described for 5-methyl-thiophene-2-carboxylic acid (4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-amide and obtained as a white solid in 12% overall yield, MS: m/e=523 (M+H+).

Workup

  1. customobtained as a white solid in 12% overall yield, MS

Sources & evidence

ORD record
ord-edd3f72864704307b4545edbf2b7e6ae
Source dataset
uspto-grants-2005_11
Patent number
US06963000B2

Reaction notes

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