HCID 66783784, compound → HCID 66783985, compound

HRID 1095821Notes

Reaction equation

HRID 1095821 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:34][CH2:33][C:18]3([O:23][CH2:22][C:21](=[O:24])[N:20]([C:25]4[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[CH:27][CH:26]=4)[CH2:19]3)[CH2:17][CH2:16]2)=[CH:11][CH:10]=1)C1C=CC=CC=1.[H][H]>CO.O1CCCC1.[C].[Pd]>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([N:15]2[CH2:34][CH2:33][C:18]3([O:23][CH2:22][C:21](=[O:24])[N:20]([C:25]4[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[CH:27][CH:26]=4)[CH2:19]3)[CH2:17][CH2:16]2)=[CH:13][CH:14]=1

Participants

5

Reactant 2

HCID 66783784HCID 66783784, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 66783985HCID 66783985, compoundYield 82%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 21899815MeOH tetrahydrofuranSolvent

Procedure

The benzyloxy compound (529 mg, 1.15 mmol) obtained in (a) was dissolved in a mixed solvent of methanol/tetrahydrofuran (1/1), then 10% palladium-carbon (110 mg, 0.103 mmol) was added thereto and stirred overnight in a hydrogen atmosphere. The reaction solution was filtered through Celite, the Celite was washed with mixed solvent of chloroform/methanol, and the mother liquid was concentrated to obtain the entitled compound (350 mg, 82%) as a violet solid.

Workup

  1. filtrationThe reaction solution was filtered through Celite
  2. washthe Celite was washed with mixed solvent of chloroform/methanol
  3. concentrationthe mother liquid was concentrated

Sources & evidence

ORD record
ord-db69815f83e541248bfadc6d3c62daad
Source dataset
uspto-grants-2012_03
Patent number
US08138206B2

Reaction notes

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