Hydrochloric Acid → HCID 178522486, compound

HRID 415075Notes

Reaction equation

HRID 415075 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[NH:10][C:11]([C:13]1[N:14]=[CH:15][NH:16][C:17]=1[C:18]([NH:20][C:21]1[CH:26]=[CH:25][C:24]([O:27][CH:28]2[CH2:33][CH2:32][N:31](C(OC(C)(C)C)=O)[CH2:30][CH2:29]2)=[CH:23][C:22]=1[Cl:41])=[O:19])=[O:12].Cl>O1CCOCC1>[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[NH:10][C:11]([C:13]1[N:14]=[CH:15][NH:16][C:17]=1[C:18]([NH:20][C:21]1[CH:26]=[CH:25][C:24]([O:27][CH:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)=[CH:23][C:22]=1[Cl:41])=[O:19])=[O:12]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178452145HCID 178452145, compound

Product 1

HCID 178522486HCID 178522486, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

1-dimethylethyl 4-({4-[({4-[(1H-benzimidazol-2-ylamino)carbonyl]-1H-imidazol-5-yl}carbonyl)amino]-3-chlorophenyl}oxy)piperidine-1-carboxylate was treated with 4M hydrogen chloride in dioxane to give N4-1H-benzimidazol-2-yl-N5-[2-chloro-4-(piperidin-4-yloxy)phenyl]-1H-imidazole-4,5-dicarboxamide as its hydrochloride salt in 83% yield. 1H-NMR (400 MHz, DMSO-d6): 13.9 (s, br, 1H), 13.7 (s, 1H), 12.2 (s, 1H), 10.4 (s, 1H), 8.41-8.39 (m, 1H), 8.15 (s, 1H), 8.01 (s, 1H), 7.45 (s, 2H), 7.07 (s, 2H). MS (EI): 450 (MH+).

Sources & evidence

ORD record
ord-5b35af68ef5f4874a2fa03c9cadfb8f0
Source dataset
uspto-grants-2012_01
Patent number
US08088767B2

Reaction notes

Loading…