Hydrochloric Acid → methyl 4-[(1-(3-aminopropyl)-6-{[bis(3-methylbutyl)amino]carbonyl}-1H-benzimidazol-2-yl)amino]benzoate dihydrochloride

HRID 1784291Notes

Reaction equation

[ClH:1].[CH3:2][CH:3]([CH3:45])[CH2:4][CH2:5][N:6]([CH2:40][CH2:41][CH:42]([CH3:44])[CH3:43])[C:7]([C:9]1[CH:10]=[CH:11][C:12]2[N:16]=[C:15]([NH:17][C:18]3[CH:27]=[CH:26][C:21]([C:22]([O:24][CH3:25])=[O:23])=[CH:20][CH:19]=3)[N:14]([CH2:28][CH2:29][CH2:30][NH:31]C(OC(C)(C)C)=O)[C:13]=2[CH:39]=1)=[O:8]>O1CCOCC1.C(OCC)(=O)C>[ClH:1].[ClH:1].[NH2:31][CH2:30][CH2:29][CH2:28][N:14]1[C:13]2[CH:39]=[C:9]([C:7]([N:6]([CH2:5][CH2:4][CH:3]([CH3:2])[CH3:45])[CH2:40][CH2:41][CH:42]([CH3:44])[CH3:43])=[O:8])[CH:10]=[CH:11][C:12]=2[N:16]=[C:15]1[NH:17][C:18]1[CH:27]=[CH:26][C:21]([C:22]([O:24][CH3:25])=[O:23])=[CH:20][CH:19]=1

Participants

Conditions

Temperature: 20 °C

Procedure

A solution of hydrochloric acid in dioxane (4N, 2 ml) is added to a solution of methyl 4-[(6-{[bis(3-methylbutyl)amino]carbonyl}-1-{3-[(tert-butoxycarbonyl)amino]propyl}-1H-benzimidazol-2-yl)amino]benzoate (180 mg) in ethyl acetate (2 ml). After stirring for 1 hour at a temperature of approximately 20° C., the mixture is concentrated under reduced pressure at 40° C. The solid obtained is washed with ethyl ether and dried (165 mg; 96% yield).

Workup

concentrationthe mixture is concentrated under reduced pressure at 40° C
customThe solid obtained
washis washed with ethyl ether
customdried (165 mg; 96% yield)

Sources & evidence

ORD record: ord-af338b6ea7a84e98bda4f867f5c8755b
Source dataset: uspto-grants-2009_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07501525B2

Reaction notes

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