Hydrochloric Acid → HCID 86656844, compound

HRID 410882Notes

Reaction equation

C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:44])[CH2:15][NH:16][C:17]([C:19]2[CH:43]=[CH:42][C:22]3[N:23]([CH3:41])[C:24]([NH:26][C:27]4[S:28][C:29]5[CH:35]=[C:34]([O:36][C:37]([F:40])([F:39])[F:38])[CH:33]=[CH:32][C:30]=5[N:31]=4)=[N:25][C:21]=3[CH:20]=2)=[O:18])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:45]>>[ClH:45].[ClH:45].[O:44]=[C:14]([N:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1)[CH2:15][NH:16][C:17]([C:19]1[CH:43]=[CH:42][C:22]2[N:23]([CH3:41])[C:24]([NH:26][C:27]3[S:28][C:29]4[CH:35]=[C:34]([O:36][C:37]([F:40])([F:39])[F:38])[CH:33]=[CH:32][C:30]=4[N:31]=3)=[N:25][C:21]=2[CH:20]=1)=[O:18]

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 86656840HCID 86656840, compound

Product 1

HCID 86656844HCID 86656844, compound

Procedure

1-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzimidazole-5-carboxylic acid (2-oxo-2-piperazin-1-yl-ethyl)-amide dihydrochloride (42 mg) was prepared by following General Procedure L using 4-(2-{[1-methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzimidazole-5-carbonyl]amino}-acetyl)-piperazine-1-carboxylic acid tert-butyl ester (63 mg), and hydrochloric acid (0.25 ml, 4.0 N solution dioxane). LC/MS: m/z 535. 1H NMR (DMSO-d6, 400 MHz): δ 9.55 (br, 1H), 9.48 (br, 1H), 8.64 (t, 1H), 8.13 (s, 1H), 7.98 (s, 1H), 7.84 (d, 1H), 7.66 (d, 1H), 7.57 (d, 1H), 7.40 (d, 1H), 4.21 (d, 2H), 3.79 (m, 2H), 3.73 (m, 2H), 3.71 (s, 3H), 3.16 (m, 2H), and 3.07 (m, 2H).

Sources & evidence

ORD record: ord-43b42990fb8c49ceb83529eb2f147c38
Source dataset: uspto-grants-2014_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08759535B2

Reaction notes

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