HCID 21082202, compound → HCID 21082176, compound

HRID 346864Notes

Reaction equation

HRID 346864 reaction equation
Cl[C:2]1[CH:3]=[C:4]([C:8]2[O:9][C:10]([CH3:36])=[C:11]([CH2:13][N:14]3[C:22]4[C:17](=[CH:18][C:19]([C:23]([OH:32])([C:28]([F:31])([F:30])[F:29])[C:24]([F:27])([F:26])[F:25])=[CH:20][CH:21]=4)[C:16]([CH2:33]O)=[C:15]3[CH3:35])[N:12]=2)[CH:5]=[CH:6][CH:7]=1>CO.[Pd]>[CH3:35][C:15]1[N:14]([CH2:13][C:11]2[N:12]=[C:8]([C:4]3[CH:5]=[CH:6][CH:7]=[CH:2][CH:3]=3)[O:9][C:10]=2[CH3:36])[C:22]2[C:17]([C:16]=1[CH3:33])=[CH:18][C:19]([C:23]([OH:32])([C:28]([F:29])([F:30])[F:31])[C:24]([F:27])([F:26])[F:25])=[CH:20][CH:21]=2

Participants

4

Reactant 1

HCID 21082202HCID 21082202, compound

Product 1

HCID 21082176HCID 21082176, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 25 mg of 2-{1-[2-(3-chloro-phenyl)-5-methyl-oxazol-4-ylmethyl]-3-hydroxymethyl-2-methyl-1H-indol-5-yl}-1,1,1,3,3,3-hexafluoro-propan-2-ol in 1 mL of MeOH was treated with Pd/C (10% Pd) and stirred under H2 at atmospheric pressure for 8 hrs. Filtration and evaporation of the solvent yielded 2-[2,3-dimethyl-1-(5-methyl-2-phenyl-oxazol-4-ylmethyl)-1H-indol-5-yl]-1,1,1,3,3,3-hexafluoro-propan-2-ol, light brown solid, 483 (MH+).

Workup

  1. filtrationFiltration and evaporation of the solvent

Sources & evidence

ORD record
ord-1181a329c41245798c085eda75e15914
Source dataset
uspto-grants-2007_02
Patent number
US07173048B2

Reaction notes

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