HCID 67272114, compound → HCID 58842848, compound

HRID 1696572Notes

Reaction equation

HRID 1696572 reaction equation
[CH2:1]([O:3][C:4](=[O:24])/[C:5](/[CH3:23])=[CH:6]/[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([N:13]2[C:17]([NH2:18])=[CH:16][C:15]([C:19]([CH3:22])([CH3:21])[CH3:20])=[N:14]2)[CH:8]=1)[CH3:2]>CO.[Pd]>[NH2:18][C:17]1[N:13]([C:9]2[CH:8]=[C:7]([CH2:6][CH:5]([CH3:23])[C:4]([O:3][CH2:1][CH3:2])=[O:24])[CH:12]=[CH:11][CH:10]=2)[N:14]=[C:15]([C:19]([CH3:21])([CH3:20])[CH3:22])[CH:16]=1

Participants

4

Reactant 1

HCID 67272114HCID 67272114, compound

Product 1

HCID 58842848HCID 58842848, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of (E)-3-(3-(3-t-butyl-5-amino-1H-pyrazol-1-yl)phenyl)-2-methylacrylic acid ethyl ester (3.0 g, 9.14 mmol) and Pd/C (0.3 g) in methanol (50 mL) was stirred at RT under 40 psi of H2 for 2 h. The reaction mixture was filtered and the filtrate was concentrated to afford ethyl 3-[3-(5-amino-3-t-butyl-1H-pyrazol-1-yl)phenyl]-2-methylpropanoate (2.5 g, 83% yield). MS (ESI) m/z: 330 (M+H+).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-9b3b5e83ecc04d57a04fb032ce11657d
Source dataset
uspto-grants-2012_04
Patent number
US08163756B2

Reaction notes

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