HCID 66862603, compound → HCID 66862362, compound

HRID 254926Notes

Reaction equation

HRID 254926 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C@@H:12]([OH:36])[C@@H:13]([CH2:27][CH2:28][CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH2:14][N:15]2[CH:19]=[C:18](/[CH:20]=[CH:21]/[C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH:17]=[N:16]2)[CH:6]=[C:7]([O:10][CH3:11])[C:8]=1[CH3:9]>[C].[Pd].CO>[CH2:25]([O:24][C:22](=[O:23])[CH2:21][CH2:20][C:18]1[CH:17]=[N:16][N:15]([CH2:14][C@@H:13]([C@@H:12]([C:5]2[CH:6]=[C:7]([O:10][CH3:11])[C:8]([CH3:9])=[C:3]([O:2][CH3:1])[CH:4]=2)[OH:36])[CH2:27][CH2:28][CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH:19]=1)[CH3:26]

Participants

4

Reactant 1

HCID 66862603HCID 66862603, compound

Product 1

HCID 66862362HCID 66862362, compoundYield 99.6%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

Using the compound produced in Example 34 instead of the compound produced in Example 18, procedures similar to Example 19 were carried out, and to a methanol (5 ml) solution of the resulting ethyl(2E)-3-(1-{(2S)-2-[(S)-(3,5-dimethoxy-4-methylphenyl)(hydroxy)methyl]-5-phenylpentyl}-1H-pyrazol-4-yl)acrylate (39 mg), 10% palladium-carbon (8 mg) was added. The mixture was stirred under hydrogen gas atmosphere at room temperature for 8 hours. The reaction mixture was filtered, and the filtrate was concentrated to give the title compound (39 mg) having the following physical properties.

Workup

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

Sources & evidence

ORD record
ord-2534f4f4dbac4429bba98c8fd15555fa
Source dataset
uspto-grants-2011_01
Patent number
US07875745B2

Reaction notes

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