Potassium Carbonate → HCID 67159405, Verbindung

To a stirred mixture of 3-tert-butyl-1-cyclohexyl-1H-pyrazol-5-amine hydrochloride (260 mg, 1 mmol) and potassium carbonate (210 mg, 1.5 mmol) in THF (3 mL) at rt, was added dropwise a solution of phenyl chloroformate (170 mg, 1.1 mmol) in THF (2 mL) and the reaction mixture was stirred for a further 15 h. N,N-Diisopropylethylamine (129 mg, 1 mmol) was added to the reaction mixtureand stirring continued for an additional 4 h. The reaction mixture was filtrated, the filtrate concentrated under reduced pressure and the residue partitioned between dichloromethane and water. The organic layer was separated and washed with brine, then concentrated under reduced pressure to give a solid which was recrystallized from diethyl ether to afford crude phenyl 3-tert-butyl-1-cyclohexyl-1H-pyrazol-5-ylcarbamate (200 mg) which was used without further purification. LC-MS (ESI) m/z 342 (M+H)+.

1. stirringstirring
2. waitcontinued for an additional 4 h
3. filtrationThe reaction mixture was filtrated
4. concentrationthe filtrate concentrated under reduced pressure
5. customthe residue partitioned between dichloromethane and water
6. customThe organic layer was separated
7. washwashed with brine
8. concentrationconcentrated under reduced pressure
9. customto give a solid which
10. customwas recrystallized from diethyl ether

ORD-Eintrag

ord-0a4231c6e4294e3285d6801ca6109d06

Quelldatensatz

uspto-grants-2016_04

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09320739B2