HCID 86662980, compound → HCID 66604162, compound

HRID 71199Notes

Reaction equation

HRID 71199 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]([C:21]2[N:25]3[CH2:26][CH2:27][CH2:28][C:29](CC(O)C)([O:30][C:31]4[CH:36]=[CH:35][C:34]([F:37])=[C:33]([F:38])[CH:32]=4)[C:24]3=[N:23][N:22]=2)[CH:12]=[CH:13][C:14]=1[C:15]1[O:19][C:18]([CH3:20])=[N:17][CH:16]=1)C1C=CC=CC=1>CO.[C].[Pd]>[F:38][C:33]1[CH:32]=[C:31]([CH:36]=[CH:35][C:34]=1[F:37])[O:30][C:29]1([C:9]([OH:8])([CH3:10])[CH3:14])[CH2:28][CH2:27][CH2:26][N:25]2[C:21]([C:11]3[CH:12]=[CH:13][C:14]([C:15]4[O:19][C:18]([CH3:20])=[N:17][CH:16]=4)=[C:9]([OH:8])[CH:10]=3)=[N:22][N:23]=[C:24]12

Participants

4

Reactant 1

HCID 86662980HCID 86662980, compound

Product 1

HCID 66604162HCID 66604162, compoundYield 137.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

A mixture of 2-{(3-[3-(benzyloxy)-4-(2-methyl-1,3-oxazol-5-yl)phenyl]-8-(3,4-difluorophenoxy)-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridin-8-yl}propan-2-ol (100 mg) and 5% palladium-carbon (100 mg) in methanol (1.5 mL) was stirred at room temperature for 45 min under a hydrogen atmosphere. The mixture was filtered through celite, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (58.1 mg).

Workup

  1. filtrationThe mixture was filtered through celite
  2. customthe solvent was evaporated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

Sources & evidence

ORD record
ord-15c8b6bd32f4459eaab99f19c23a54cf
Source dataset
uspto-grants-2014_09
Patent number
US08822699B2

Reaction notes

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