HCID 11684273, compound → HCID 11656034, compound

HRID 854492Notes

Reaction equation

HRID 854492 reaction equation
[CH2:1]([C:8]1[O:9][C:10]([CH3:33])=[C:11]([CH2:13][N:14]([CH2:31][CH3:32])[C:15]2[CH:20]=[CH:19][C:18]([C:21]([OH:30])([C:26]([F:29])([F:28])[F:27])[C:22]([F:25])([F:24])[F:23])=[CH:17][CH:16]=2)[N:12]=1)C1C=CC=CC=1>CO.[Pd]>[CH2:31]([N:14]([CH2:13][C:11]1[N:12]=[C:8]([CH2:1][CH2:21][C:18]2[CH:19]=[CH:20][CH:15]=[CH:16][CH:17]=2)[O:9][C:10]=1[CH3:33])[C:15]1[CH:16]=[CH:17][C:18]([C:21]([OH:30])([C:26]([F:29])([F:27])[F:28])[C:22]([F:23])([F:25])[F:24])=[CH:19][CH:20]=1)[CH3:32]

Participants

4

Reactant 1

HCID 11684273HCID 11684273, compound

Product 1

HCID 11656034HCID 11656034, compoundYield 128.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 40 mg (0.08 mmol) of 2-{4-[(2-benzyl-5-methyl-oxazol-4-ylmethyl)-ethyl-amino]-phenyl}-1,1,1,3,3,3-hexafluoro-propan-2-ol in 1 mL of MeOH was treated with 20 mg of Pd/C (10%) and hydrogenated at atmospheric pressure for 20 hours. Filtration and evaporation gave 25 mg (62%) of 2-{4-[ethyl-(5-methyl-2-phenethyl-oxazol-4-ylmethyl)-amino]-phenyl}-1,1,1,3,3,3-hexafluoro-propan-2-ol, light yellow oil, MS: 487 (MH+).

Workup

  1. filtrationFiltration and evaporation

Sources & evidence

ORD record
ord-ef5e55ef0e194ab8bfba2969d163430d
Source dataset
uspto-grants-2007_08
Patent number
US07259178B2

Reaction notes

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