[4-(benzyloxy)phenyl][1-isopropyl-7-(trifluoromethyl)-1H-indazol-3-yl]methanone → HCID 11494004, compound

HRID 1817497Notes

Reaction equation

C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]([C:17]2[C:25]3[C:20](=[C:21]([C:26]([F:29])([F:28])[F:27])[CH:22]=[CH:23][CH:24]=3)[N:19]([CH:30]([CH3:32])[CH3:31])[N:18]=2)=[O:16])=[CH:11][CH:10]=1)C1C=CC=CC=1>[Pd].C(O)C.C1CCCCC=1>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]([C:17]2[C:25]3[C:20](=[C:21]([C:26]([F:29])([F:28])[F:27])[CH:22]=[CH:23][CH:24]=3)[N:19]([CH:30]([CH3:32])[CH3:31])[N:18]=2)=[O:16])=[CH:13][CH:14]=1

Participants

Conditions

Temperature: 70 °C

Procedure

A mixture of [4-(benzyloxy)phenyl][1-isopropyl-7-(trifluoromethyl)-1H-indazol-3-yl]methanone (0.17 g, 0.38 mmol) and 10% palladium on carbon (0.10 g) in 10 mL ethanol/cyclohexene (3:1, v/v) was heated at 70° C. for 0.5 hours. The catalyst was filtered (celite) and the filtrate concentrated in vacuo to give crude product. The residue was crystallized from Et2O/hexane to give 0.130 g of product as a white solid

Workup

filtrationThe catalyst was filtered (celite)
concentrationthe filtrate concentrated in vacuo
customto give crude product
customThe residue was crystallized from Et2O/hexane

Sources & evidence

ORD record: ord-adb193b8e35d4d2092b370899e3c5871
Source dataset: uspto-grants-2009_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07598286B2

Reaction notes

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