Hydrochloric Acid → 1-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carboxylic acid [2-(2-methylamino-ethoxy)-ethyl]-amide dihydrochloride

HRID 410991Notes

Reaction equation

C(O[C:6](=O)[N:7](C)[CH2:8][CH2:9][O:10][CH2:11][CH2:12][NH:13][C:14]([C:16]1[CH:40]=[CH:39][C:19]2[N:20]([CH3:38])[C:21]([NH:23][C:24]3[S:25][C:26]4[CH:32]=[C:31]([O:33][C:34]([F:37])([F:36])[F:35])[CH:30]=[CH:29][C:27]=4[N:28]=3)=[N:22][C:18]=2[CH:17]=1)=[O:15])(C)(C)C.[ClH:43]>>[ClH:43].[ClH:43].[CH3:6][NH:7][CH2:8][CH2:9][O:10][CH2:11][CH2:12][NH:13][C:14]([C:16]1[CH:40]=[CH:39][C:19]2[N:20]([CH3:38])[C:21]([NH:23][C:24]3[S:25][C:26]4[CH:32]=[C:31]([O:33][C:34]([F:37])([F:35])[F:36])[CH:30]=[CH:29][C:27]=4[N:28]=3)=[N:22][C:18]=2[CH:17]=1)=[O:15]

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 86656902Methyl-[2-(2-{[1-methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carbonyl]-amino}-ethoxy)-ethyl]-carbamic acid tert-butyl ester

Product 1

HCID 866569031-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carboxylic acid [2-(2-methylamino-ethoxy)-ethyl]-amide dihydrochloride

Procedure

1-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carboxylic acid [2-(2-methylamino-ethoxy)-ethyl]-amide dihydrochloride (53 mg) was prepared by following General Procedure L using methyl-[2-(2-{[1-methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carbonyl]-amino}-ethoxy)-ethyl]-carbamic acid tert-butyl ester (60 mg) and hydrogen chloride (250 uL, 4.0 M solution in 1,4-dioxane). LC/MS: m/z 509.0.

Sources & evidence

ORD record: ord-0b02fd05704a4e6b81410c4dd037ba19
Source dataset: uspto-grants-2014_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08759535B2

Reaction notes

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