Ethyl Acetate → HCID 89590307, compound

HRID 589375Notes

Reaction equation

HRID 589375 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:11][C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-])=O)=[CH:14][CH:13]=1)[N:6]=[C:5]2[CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23].C(OCC)(=O)C>CO.[Pd]>[NH2:18][C:15]1[CH:14]=[CH:13][C:12]([CH2:11][N:7]2[C:8]3[C:4](=[CH:3][C:2]([F:1])=[CH:10][CH:9]=3)[C:5]([CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])=[N:6]2)=[CH:17][CH:16]=1

Participants

5

Reactant 2

HCID 8857Ethyl AcetateHCID 89590306HCID 89590306, compound

Product 1

HCID 89590307HCID 89590307, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Ethyl 2-[5-fluoro-1-(4-nitrobenzyl)-1H-indazol-3-yl]acetate (137 mg, 0.383 mmol) was dissolved in methanol (20 mL). 10% Pd/C (10 mg) was added, and reacted under hydrogen atmosphere for half an hour. TLC (petroleum ether:ethyl acetate=2:1) indicated that starting material disappeared. It was filtered to remove solid, rotate evaporated to dryness to remove the solvent, and the resulting solid was used for the next step directly.

Workup

  1. customreacted under hydrogen atmosphere for half an hour
  2. filtrationIt was filtered
  3. customto remove solid
  4. customrotate evaporated to dryness
  5. customto remove the solvent

Sources & evidence

ORD record
ord-3e466a5593634bb08a471a714ed09269
Source dataset
uspto-grants-2016_01
Patent number
US09233098B2

Reaction notes

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