Ammonium formate → HCID 135988008, compound

HRID 33920Notes

Reaction equation

HRID 33920 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[N:16]=[C:17]([CH3:26])[O:18][C:19]=2[C:20]2[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=2)=[CH:11][CH:10]=1)C1C=CC=CC=1.C([O-])=O.[NH4+]>CO.[OH-].[OH-].[Pd+2]>[CH3:26][C:17]1[O:18][C:19]([C:20]2[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=2)=[C:15]([C:12]2[CH:11]=[CH:10][C:9]([OH:8])=[CH:14][CH:13]=2)[N:16]=1

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 59797508HCID 59797508, compound

Product 1

HCID 135988008HCID 135988008, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

4-(4-(4-(Benzyloxy)phenyl)-2-methyloxazol-5-yl)pyridine was hydrogenated in the presence of ammonium formate and Pd(OH)2 in methanol for 1 h at 50° C. The catalyst was removed via filtration and the filtrate was concentrated. The resultant residue was dissolved in methylene chloride and dried with Na2SO4. Evaporation of the solvent gave 69 mg (86%) of the title compound as a brown solid. MS m/z: 253.

Workup

  1. customThe catalyst was removed via filtration
  2. concentrationthe filtrate was concentrated
  3. dissolutionThe resultant residue was dissolved in methylene chloride
  4. dry with materialdried with Na2SO4
  5. customEvaporation of the solvent

Sources & evidence

ORD record
ord-cb5c8609f66a41fd8bc2f7dc5c13570b
Source dataset
uspto-grants-2008_09
Patent number
US07429665B2

Reaction notes

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