Methyl 2-(3-acetyl-5-(benzyloxy)-1H-indazol-1-yl)acetate → Methyl 2-(3-acetyl-5-hydroxy-1H-indazol-1-yl)acetate

HRID 1052102Notes

Reaction equation

[C:1]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:13]CC3C=CC=CC=3)[CH:11]=2)[N:6]([CH2:21][C:22]([O:24][CH3:25])=[O:23])[N:5]=1)(=[O:3])[CH3:2]>C1COCC1.[Pd]>[C:1]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([OH:13])[CH:11]=2)[N:6]([CH2:21][C:22]([O:24][CH3:25])=[O:23])[N:5]=1)(=[O:3])[CH3:2]

Participants

Conditions

Temperature: 50 °C

Procedure

To methyl 2-(3-acetyl-5-(benzyloxy)-1H-indazol-1-yl)acetate (3.70 g, 10.9 mmol) in THF (80 mL) was added Pd/C (10%, 400 mg). The reaction mixture was stirred at 50° C. overnight under a H2 atmosphere. Then was filtered over a pad of Celite and the residue washed with CH2Cl2. Solvents were removed under reduced pressure to give the title compound. MS (LC/MS): 248.9 [M+H]+, 271.0 [M+Na]+; tR (HPLC conditions e): 3.36 min.

Workup

filtrationThen was filtered over a pad of Celite
washthe residue washed with CH2Cl2
customSolvents were removed under reduced pressure

Sources & evidence

ORD record: ord-264b5aa81be94ceeb9f03401302afbc7
Source dataset: uspto-grants-2016_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09388199B2

Reaction notes

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