HCID 67397251, compound → HCID 67396369, compound

HRID 1426760Notes

Reaction equation

HRID 1426760 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([S:15]([N:18]2[C:22]([C:23]3[C:24]([F:29])=[N:25][CH:26]=[CH:27][CH:28]=3)=[C:21]([F:30])[C:20]([CH2:31][N:32]([CH3:40])[C:33](=[O:39])[O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[CH:19]2)(=[O:17])=[O:16])=[CH:11][CH:10]=1)C1C=CC=CC=1>C(OCC)(=O)C.[C].[Pd]>[F:30][C:21]1[C:20]([CH2:31][N:32]([CH3:40])[C:33](=[O:39])[O:34][C:35]([CH3:36])([CH3:37])[CH3:38])=[CH:19][N:18]([S:15]([C:12]2[CH:11]=[CH:10][C:9]([OH:8])=[CH:14][CH:13]=2)(=[O:16])=[O:17])[C:22]=1[C:23]1[C:24]([F:29])=[N:25][CH:26]=[CH:27][CH:28]=1

Participants

4

Reactant 1

HCID 67397251HCID 67397251, compound

Product 1

HCID 67396369HCID 67396369, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of tert-butyl {[1-{[4-(benzyloxy)phenyl]sulfonyl}-4-fluoro-5-(2-fluoropyridin-3-yl)-1H-pyrrol-3-yl]methyl}methylcarbamate (360 mg) in ethyl acetate (30 mL) was added 10% palladium carbon (50% containing water, 350 mg) under a nitrogen atmosphere, and the mixture was stirred for 1 hr under a hydrogen atmosphere. The reaction mixture was filtrated, and the filtrate was concentrated under reduced pressure to give the title compound as a colorless oil (yield 300 mg, quantitative).

Workup

  1. filtrationThe reaction mixture was filtrated
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-325000e1e82f4f2d9149e35248585246
Source dataset
uspto-grants-2015_01
Patent number
US08933105B2

Reaction notes

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