Tetrahydrofuran → HCID 131735451, compound

HRID 632763Notes

Reaction equation

HRID 632763 reaction equation
[C:1]([O:5][C:6]([N:8]([CH2:46][C:47]([F:50])([F:49])[F:48])[C:9]1[CH:14]=[C:13]([C:15]2[O:16][CH:17]=[C:18]([C:20]([NH:22][C:23]3[C:24]([N:29]4[C:33](=[O:34])[CH2:32][C@H:31]([NH:35]C(=O)OCC5C=CC=CC=5)[CH2:30]4)=[N:25][N:26]([CH3:28])[CH:27]=3)=[O:21])[N:19]=2)[CH:12]=[CH:11][N:10]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C1COCC1>[C].[Pd].CO>[NH2:35][C@@H:31]1[CH2:30][N:29]([C:24]2[C:23]([NH:22][C:20]([C:18]3[N:19]=[C:15]([C:13]4[CH:12]=[CH:11][N:10]=[C:9]([N:8]([CH2:46][C:47]([F:49])([F:48])[F:50])[C:6](=[O:7])[O:5][C:1]([CH3:4])([CH3:3])[CH3:2])[CH:14]=4)[O:16][CH:17]=3)=[O:21])=[CH:27][N:26]([CH3:28])[N:25]=2)[C:33](=[O:34])[CH2:32]1

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 131735452HCID 131735452, compound

Product 1

HCID 131735451HCID 131735451, compoundYield 101.1%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To a mixture of benzyl ((3S)-1-(4-(((2-(2-((tert-butoxycarbonyl)(2,2,2-trifluoroethyl)amino)pyridin-4-yl)-1,3-oxazol-4-yl)carbonyl)amino)-1-methyl-1H-pyrazol-3-yl)-5-oxopyrrolidin-3-yl)carbamate (1.0 g), THF (7.2 mL) and methanol (7.2 mL) was added 10% palladium-carbon (154 mg), and the mixture was stirred at room temperature for 1.5 hr under hydrogen atmosphere. The reaction mixture was filtered through Celite, and the filtrate was concentrated under reduced pressure to give the title compound (817 mg).

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-89613a5a682948e2aa01a744addad622
Source dataset
uspto-grants-2016_04
Patent number
US09321757B2

Reaction notes

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