Hydrochloric Acid → 1-Methyl-2-(6-trifluoromethyl-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carboxylic acid [((S)-5-amino-1-dimethylcarbamoyl-pentylcarbamoyl)-methyl]-amide dihydrochloride

HRID 411069Notes

Reaction equation

HRID 411069 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][CH2:10][CH2:11][C@@H:12]([C:44](=[O:48])[N:45]([CH3:47])[CH3:46])[NH:13][C:14](=[O:43])[CH2:15][NH:16][C:17]([C:19]1[CH:42]=[CH:41][C:22]2[N:23]([CH3:40])[C:24]([NH:26][C:27]3[S:28][C:29]4[CH:35]=[C:34]([C:36]([F:39])([F:38])[F:37])[CH:33]=[CH:32][C:30]=4[N:31]=3)=[N:25][C:21]=2[CH:20]=1)=[O:18])(C)(C)C.[ClH:50]>O1CCOCC1.C(Cl)Cl>[ClH:50].[ClH:50].[NH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C@H:12]([NH:13][C:14]([CH2:15][NH:16][C:17]([C:19]1[CH:42]=[CH:41][C:22]2[N:23]([CH3:40])[C:24]([NH:26][C:27]3[S:28][C:29]4[CH:35]=[C:34]([C:36]([F:38])([F:39])[F:37])[CH:33]=[CH:32][C:30]=4[N:31]=3)=[N:25][C:21]=2[CH:20]=1)=[O:18])=[O:43])[C:44](=[O:48])[N:45]([CH3:46])[CH3:47]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86656982((S)-5-dimethylcarbamoyl-5-(2-{[1-methyl-2-(6-trifluoromethyl-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carbonyl]-amino}-acetylamino)-pentyl]-carbamic acid tert-butyl ester

Product 1

HCID 866569831-Methyl-2-(6-trifluoromethyl-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carboxylic acid [((S)-5-amino-1-dimethylcarbamoyl-pentylcarbamoyl)-methyl]-amide dihydrochloride

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

1-Methyl-2-(6-trifluoromethyl-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carboxylic acid [((S)-5-amino-1-dimethylcarbamoyl-pentylcarbamoyl)-methyl]-amide dihydrochloride (150 mg) was prepared by following General Procedure L starting from [((S)-5-dimethylcarbamoyl-5-(2-{[1-methyl-2-(6-trifluoromethyl-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carbonyl]-amino}-acetylamino)-pentyl]-carbamic acid tert-butyl ester (200 mg) in 4M HCl in dioxane (1 mL) and DCM (2 mL). LC/MS: m/z 547.8.

Sources & evidence

ORD record
ord-571f2b5874034f8bbd71a5f5d382b10f
Source dataset
uspto-grants-2014_06
Patent number
US08759535B2

Reaction notes

Loading…