Hydrochloric Acid → HCID 86656821, compound

HRID 410831Notes

Reaction equation

C(OC(=O)[NH:7][CH2:8][CH2:9][NH:10][C:11]([C:13]1[CH:37]=[CH:36][C:16]2[N:17]([CH3:35])[C:18]([NH:20][C:21]3[S:22][C:23]4[CH:29]=[C:28]([O:30][C:31]([F:34])([F:33])[F:32])[CH:27]=[CH:26][C:24]=4[N:25]=3)=[N:19][C:15]=2[CH:14]=1)=[O:12])(C)(C)C.[ClH:39]>>[ClH:39].[NH2:7][CH2:8][CH2:9][NH:10][C:11]([C:13]1[CH:37]=[CH:36][C:16]2[N:17]([CH3:35])[C:18]([NH:20][C:21]3[S:22][C:23]4[CH:29]=[C:28]([O:30][C:31]([F:32])([F:33])[F:34])[CH:27]=[CH:26][C:24]=4[N:25]=3)=[N:19][C:15]=2[CH:14]=1)=[O:12]

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 86656820HCID 86656820, compound

Product 1

HCID 86656821HCID 86656821, compound

Procedure

1-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carboxylic acid (2-amino-ethyl)-amide hydrochloride (27 mg) was prepared by following General Procedure L using (2-{[1-methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carbonyl]-amino}-ethyl)-carbamic acid tert-butyl ester (55 mg), and hydrochloric acid (0.1 ml, 4.0 N solution dioxane). LC/MS: m/z 452. 1H NMR (DMSO-d6, 400 MHz): δ 8.63 (br, 1H), 8.42 (br, 1H), 8.07 (s, 1H), 7.90 (s, 1H), 7.71 (m, 2H), 7.44 (d, 1H), 7.35 (d, 1H), 4.19 (t, 2H), 3.64 (s, 3H), and 3.08 (m, 2H), 2 —NH proton signals were not observed.

Sources & evidence

ORD record: ord-f10451eb9983455790be75146df1bd45
Source dataset: uspto-grants-2014_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08759535B2

Reaction notes

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