4-Bromo-2-nitroanisole → 5-Methyl-thiophene-2-carboxylic acid [7-(3-dimethylamino-pyrrolidin-1-yl)-4-methoxy-benzothiazol-2-yl]-amide

HRID 1062987Notes

Reaction equation

HRID 1062987 reaction equation
[CH3:1][N:2]([CH3:8])[CH:3]1[CH2:7][CH2:6][NH:5][CH2:4]1.BrC1C=CC(OC)=C([N+]([O-])=O)C=1.[CH3:21][O:22][C:23]1[C:28]2[N:29]=[C:30]([NH:32][C:33]([C:35]3[S:36][C:37]([CH3:40])=[CH:38][CH:39]=3)=[O:34])[S:31][C:27]=2[C:26](N2CCOCC2)=[CH:25][CH:24]=1>>[CH3:1][N:2]([CH3:8])[CH:3]1[CH2:7][CH2:6][N:5]([C:26]2[C:27]3[S:31][C:30]([NH:32][C:33]([C:35]4[S:36][C:37]([CH3:40])=[CH:38][CH:39]=4)=[O:34])=[N:29][C:28]=3[C:23]([O:22][CH3:21])=[CH:24][CH:25]=2)[CH2:4]1

Participants

4

Reactant 3

HCID 1185334-Bromo-2-nitroanisoleHCID 27585193-(Dimethylamino)pyrrolidineHCID 865849135-Methyl-thiophene-2-carboxylic acid (4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-amide

Product 1

HCID 865849145-Methyl-thiophene-2-carboxylic acid [7-(3-dimethylamino-pyrrolidin-1-yl)-4-methoxy-benzothiazol-2-yl]-amide

Procedure

The title compound is synthesized starting from 3-(dimethylamino)pyrrolidine 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 was obtained as yellow solid in 10% overall yield, MS: m/e=417 (M+H+).

Workup

  1. customwas obtained as yellow solid in 10% overall yield, MS

Sources & evidence

ORD record
ord-d55c262353fe41c494e88de89efba742
Source dataset
uspto-grants-2005_11
Patent number
US06963000B2

Reaction notes

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