Hydrochloric Acid → HCID 46852209, compound

HRID 241663Notes

Reaction equation

[CH3:1][N:2]([CH3:36])[CH2:3][CH2:4][N:5]1[C:9]2[CH:10]=[CH:11][C:12]([S:14]([CH2:17][CH:18]3[CH2:23][CH2:22][N:21]([C:24]([C:26]4[CH:27]=[N:28][NH:29][CH:30]=4)=[O:25])[CH2:20][CH2:19]3)(=[O:16])=[O:15])=[CH:13][C:8]=2[N:7]=[C:6]1[CH2:31][C:32]([CH3:35])([CH3:34])[CH3:33].[ClH:37].C(OCC)(=O)C.CO>C(O)C>[ClH:37].[CH3:1][N:2]([CH3:36])[CH2:3][CH2:4][N:5]1[C:9]2[CH:10]=[CH:11][C:12]([S:14]([CH2:17][CH:18]3[CH2:23][CH2:22][N:21]([C:24]([C:26]4[CH:30]=[N:29][NH:28][CH:27]=4)=[O:25])[CH2:20][CH2:19]3)(=[O:16])=[O:15])=[CH:13][C:8]=2[N:7]=[C:6]1[CH2:31][C:32]([CH3:34])([CH3:33])[CH3:35]

Participants

Conditions

Temperature: 85 °C

Procedure

To a solution of (4-((1-(2-(dimethylamino)ethyl)-2-neopentyl-1H-benzo[d]imidazol-5-ylsulfonyl)methyl)piperidin-1-yl)(1H-pyrazol-4-yl)methanone (STEP D, 450 mg, 0.874 mmol) in ethanol (2 mL) was added 4 mol/L hydrogen chloride in ethyl acetate solution (215 microL, 0.869 mmol). To the resulting suspension was added methanol (2 mL) and the whole was heated at 85° C. for 20 min. The resulting suspension was cooled to 0° C. The white solid was isolated with filtration, to give the title compound (182 mg, 38%) as a white solid.

Workup

temperatureThe resulting suspension was cooled to 0° C
customThe white solid was isolated with filtration

Sources & evidence

ORD record: ord-66f4b175ed784361876b34b6c0e5f0f0
Source dataset: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08653063B2

Reaction notes

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