Ammonium formate → HCID 10225488, compound

HRID 2213653Notes

Reaction equation

HRID 2213653 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][N:16]([C:32]2[CH:37]=[CH:36][C:35]([CH:38]([CH3:40])[CH3:39])=[CH:34][CH:33]=2)[C:17]([NH:19][C:20]2[C:25]([CH:26]([CH3:28])[CH3:27])=[CH:24][CH:23]=[CH:22][C:21]=2[CH:29]([CH3:31])[CH3:30])=[O:18])=[CH:11][CH:10]=1)C1C=CC=CC=1.C([O-])=O.[NH4+]>CO.[Pd]>[CH:26]([C:25]1[CH:24]=[CH:23][CH:22]=[C:21]([CH:29]([CH3:30])[CH3:31])[C:20]=1[NH:19][C:17](=[O:18])[N:16]([CH2:15][C:12]1[CH:11]=[CH:10][C:9]([OH:8])=[CH:14][CH:13]=1)[C:32]1[CH:37]=[CH:36][C:35]([CH:38]([CH3:40])[CH3:39])=[CH:34][CH:33]=1)([CH3:27])[CH3:28]

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 21957902HCID 21957902, compound

Product 1

HCID 10225488HCID 10225488, compoundYield 17.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of N-[(4-benzyloxyphenyl)methyl]-N′-(2,6-diisopropylphenyl)-N-(4-isopropylphenyl)urea (5.23 g), 10% Pd—C (0.6 g) and ammonium formate (3.1 g) in methanol was stirred at room temperature for 5 hr. Pd—C was filtered off from the reaction system and the filtrate was concentrated and the residue was purified by silica gel column chromatography to give N′-(2,6-diisopropylphenyl)-N-[(4-hydroxyphenyl)methyl]-N-(4-isopropylphenyl)urea (0.78 g).

Workup

  1. filtrationPd—C was filtered off from the reaction system
  2. concentrationthe filtrate was concentrated
  3. customthe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-ac533aa72d9b477db9d74996d093405d
Source dataset
uspto-grants-2006_09
Patent number
US07105567B2

Reaction notes

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