Ammonium formate → HCID 21101365, compound

HRID 2375476Notes

Reaction equation

HRID 2375476 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[N:19]=[C:18]([NH:20][C:21]3[CH:26]=[CH:25][C:24]([CH3:27])=[CH:23][CH:22]=3)[CH:17]=[C:16]([N:28]3[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]3)[N:15]=2)[CH2:10][CH2:9]1)C1C=CC=CC=1.C([O-])=O.[NH4+]>CO.[Pd]>[CH3:27][C:24]1[CH:23]=[CH:22][C:21]([NH:20][C:18]2[CH:17]=[C:16]([N:28]3[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33]3)[N:15]=[C:14]([N:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)[N:19]=2)=[CH:26][CH:25]=1

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 10160593HCID 10160593, compound

Product 1

HCID 21101365HCID 21101365, compoundYield 66.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 2-(4-benzyl-1-piperazinyl)-N-(4-methylphenyl)-6-(1-piperidinyl)-4-pyrimidinamine (0.40 g, 0.90 mmol) and ammonium formate (0.28 g, 4.5 mmol) in methanol over 10% palladium/charcoal was stirred at 70° C. for 3 hours. The solution was cooled and passed through celite. The solvent was removed, giving the desired product as a solid (0.21 g, 0.60 mmol, 66%).

Workup

  1. temperatureThe solution was cooled
  2. customThe solvent was removed

Sources & evidence

ORD record
ord-b36dcc6316934621a7da76cab8ff4a08
Source dataset
uspto-grants-2008_12
Patent number
US07465750B2

Reaction notes

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