hydrogen chloride CPME → N-(4-{trans-2-[(cyclopropylmethyl)amino]cyclopropyl}phenyl)-1H-pyrazole-4-carboxamide hydrochloride

HRID 922542Notes

Reaction equation

C(OC(=O)[N:7]([CH2:25][CH:26]1[CH2:28][CH2:27]1)[C@@H:8]1[CH2:10][C@H:9]1[C:11]1[CH:16]=[CH:15][C:14]([NH:17][C:18]([C:20]2[CH:21]=[N:22][NH:23][CH:24]=2)=[O:19])=[CH:13][CH:12]=1)(C)(C)C.[ClH:30].COC1CCCC1>C1COCC1>[ClH:30].[CH:26]1([CH2:25][NH:7][C@@H:8]2[CH2:10][C@H:9]2[C:11]2[CH:16]=[CH:15][C:14]([NH:17][C:18]([C:20]3[CH:21]=[N:22][NH:23][CH:24]=3)=[O:19])=[CH:13][CH:12]=2)[CH2:28][CH2:27]1

Participants

Conditions

Temperature: 0 °C

Procedure

tert-Butyl(cyclopropylmethyl)(trans-2-{4-[(1H-pyrazol-4-ylcarbonyl)amino]phenyl}cyclopropyl)carbamate (72 mg) was dissolved in THF (0.5 mL), and the mixture was ice-cooled to 0° C. 4N Hydrochloric acid/cyclopentyl methyl ether solution (4.5 mL) was added, and the mixture was stirred at room temperature overnight. The solvent was evaporated under reduced pressure. The residue was recrystallized from methanol/diisopropyl ether to give the title compound (45 mg).

Workup

customThe solvent was evaporated under reduced pressure
customThe residue was recrystallized from methanol/diisopropyl ether

Sources & evidence

ORD record: ord-c9bf492ab25248bbae69a7c4aa5d3d62
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09278931B2

Reaction notes

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