1,2-Dichloroethane → 2-(6-Isopropyl-benzothiazol-2-ylamino)-1-methyl-1H-benzoimidazole-5-carboxylic acid dimethylcarbamoylmethyl-amide

HRID 411055

Reaction equation

HRID 411055 reaction equation
[CH:1]([C:4]1[CH:13]=[CH:12][C:7]2[N:8]=[C:9]([NH2:11])[S:10][C:6]=2[CH:5]=1)([CH3:3])[CH3:2].[NH2:14][C:15]1[CH:16]=[C:17]([CH:27]=[CH:28][C:29]=1[NH:30][CH3:31])[C:18]([NH:20][CH2:21][C:22](=[O:26])[N:23]([CH3:25])[CH3:24])=[O:19].[CH2:32](Cl)CCl>CN(C=O)C>[CH3:24][N:23]([CH3:25])[C:22]([CH2:21][NH:20][C:18]([C:17]1[CH:27]=[CH:28][C:29]2[N:30]([CH3:32])[C:31]([NH:11][C:9]3[S:10][C:6]4[CH:5]=[C:4]([CH:1]([CH3:3])[CH3:2])[CH:13]=[CH:12][C:7]=4[N:8]=3)=[N:14][C:15]=2[CH:16]=1)=[O:19])=[O:26]

Participants

5

Reactant 3

HCID 111,2-DichloroethaneHCID 6009836-Isopropyl-benzothiazol-2-ylamineHCID 673334993-Amino-N-dimethylcarbamoylmethyl-4-methylamino-benzamide

Product 1

HCID 866569712-(6-Isopropyl-benzothiazol-2-ylamino)-1-methyl-1H-benzoimidazole-5-carboxylic acid dimethylcarbamoylmethyl-amideYield 3.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-(6-Isopropyl-benzothiazol-2-ylamino)-1-methyl-1H-benzoimidazole-5-carboxylic acid dimethylcarbamoylmethyl-amide (12 mg) was prepared by following General Procedure D starting from 6-isopropyl-benzothiazol-2-ylamine (150 mg), 3-amino-N-dimethylcarbamoylmethyl-4-methylamino-benzamide (200 mg), thioCDI (200 mg) and EDC (200 mg) in DMF (3 mL). LC/MS: m/z 450.6.

Sources & evidence

ORD record
ord-3404170c53984897bfee0c1c0f9e2fd2
Source dataset
uspto-grants-2014_06
Patent number
US08759535B2

Linked notes

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