1-benzyl-N-(tetrahydro-2H-pyran-4-yl)-1H-pyrazol-5-amine → N-(tetrahydro-2H-pyran-4-yl)-1H-pyrazol-5-amine

HRID 519871Notes

Reaction equation

C([N:8]1[C:12]([NH:13][CH:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)=[CH:11][CH:10]=[N:9]1)C1C=CC=CC=1>[C].[Pd].C(O)C>[O:17]1[CH2:16][CH2:15][CH:14]([NH:13][C:12]2[NH:8][N:9]=[CH:10][CH:11]=2)[CH2:19][CH2:18]1

Participants

Conditions

Temperature: 50 °C

Procedure

A mixture of 1-benzyl-N-(tetrahydro-2H-pyran-4-yl)-1H-pyrazol-5-amine (3.00 g), palladium-carbon (10 wt %, 2.33 g) and ethanol (100 mL) was stirred under a hydrogen atmosphere at 50° C. and 5 atm for 9 hr. The insoluble material was filtered off, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound as a colorless solid (1.70 g, 87%).

Workup

filtrationThe insoluble material was filtered off
customthe solvent was evaporated under reduced pressure
customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record: ord-6955a8c739264a32bbc84b33dbbf54a3
Source dataset: uspto-grants-2015_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09115136B2

Reaction notes

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