HCID 89963478, compound → HCID 89962512, compound

HRID 337894Notes

Reaction equation

HRID 337894 reaction equation
C([O:8][C@H:9]1[CH2:13][C@H:12]([C:14]2[N:18]([CH3:19])[N:17]=[CH:16][CH:15]=2)[C@@H:11]([O:20][CH2:21][O:22][CH3:23])[CH2:10]1)C1C=CC=CC=1>C(O)C.[C].[Pd]>[CH3:23][O:22][CH2:21][O:20][C@H:11]1[C@H:12]([C:14]2[N:18]([CH3:19])[N:17]=[CH:16][CH:15]=2)[CH2:13][C@H:9]([OH:8])[CH2:10]1

Participants

4

Reactant 1

HCID 89963478HCID 89963478, compound

Product 1

HCID 89962512HCID 89962512, compoundYield 84%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A solution of the 5-[(1R*,2S*,4S*)-4-(benzyloxy)-2-(methoxymethoxy)cyclopentyl]-1-methyl-1H-pyrazole (250 mg, 0.790 mmol) prepared in Example 106a and palladium carbon (5%; 200 mg) in ethanol (3.0 mL) was stirred for 5 hours under a hydrogen atmosphere. The reaction solution was filtered through celite, the filtrate was concentrated, and the residue was purified with silica gel chromatography (dichloromethane/methanol=96:4) to yield the title compound (150 mg, 84%) as a colorless oil.

Workup

  1. filtrationThe reaction solution was filtered through celite
  2. concentrationthe filtrate was concentrated
  3. customthe residue was purified with silica gel chromatography (dichloromethane/methanol=96:4)

Sources & evidence

ORD record
ord-8479153ae8f4476f84ec8c9b379c7fbc
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Reaction notes

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