Ethanol → HCID 21833465, compound

HRID 1740862Notes

Reaction equation

HRID 1740862 reaction equation
[CH2:1]([N:3]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:4](=[O:24])[CH2:5][O:6][C:7]1[C:12]([CH3:13])=[C:11]([CH3:14])[N:10]=[C:9]([C:15]2[CH:20]=[CH:19][C:18]([N+:21]([O-])=O)=[CH:17][CH:16]=2)[N:8]=1)[CH3:2].C(O)C>[C].[Pd].C(Cl)(Cl)Cl>[NH2:21][C:18]1[CH:19]=[CH:20][C:15]([C:9]2[N:8]=[C:7]([O:6][CH2:5][C:4]([N:3]([CH2:1][CH3:2])[C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)=[O:24])[C:12]([CH3:13])=[C:11]([CH3:14])[N:10]=2)=[CH:16][CH:17]=1

Participants

5

Reactant 2

HCID 702EthanolHCID 15871401HCID 15871401, compound

Product 1

HCID 21833465HCID 21833465, compoundYield 98.6%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 6212ChloroformSolvent

Procedure

A mixture of 2-[5,6-dimethyl-2-(4-nitrophenyl)-4-pyrimidinyloxy]-N-ethyl-N-phenylacetamide (2.3 g) obtained in Example 164, 5% palladiumcarbon (0.4 g), ethanol (30 ml) and chloroform (10 ml) is stirred at room temperature for three hours under hydrogen atmosphere, and the reaction mixture is filtered. The filtrate is concentrated under reduced pressure, and recrystallized from acetonitrile to give a 1/10 hydrate of the desired compound (2.1 g), m.p. 183-185° C.

Workup

  1. filtrationthe reaction mixture is filtered
  2. concentrationThe filtrate is concentrated under reduced pressure
  3. customrecrystallized from acetonitrile

Sources & evidence

ORD record
ord-0ef0103920fd4409b3da0129543916ff
Source dataset
uspto-grants-1999_10
Patent number
US05972946

Reaction notes

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