Ethanol → HCID 18619239, compound

HRID 1862254Notes

Reaction equation

HRID 1862254 reaction equation
[F:1][C:2]1[C:21]([N:22]2[C:27](=[O:28])[CH:26]=[C:25]([C:29]([F:32])([F:31])[F:30])[N:24]([CH3:33])[C:23]2=[O:34])=[CH:20][C:5]([O:6][C:7]2[C:8]([O:14][CH2:15][C:16]([O:18][CH3:19])=[O:17])=[N:9][C:10]([CH3:13])=[N:11][CH:12]=2)=[C:4]([N+:35]([O-])=O)[CH:3]=1.C(O)C>[Pt]=O.C(OCC)(=O)C>[NH2:35][C:4]1[CH:3]=[C:2]([F:1])[C:21]([N:22]2[C:27](=[O:28])[CH:26]=[C:25]([C:29]([F:30])([F:32])[F:31])[N:24]([CH3:33])[C:23]2=[O:34])=[CH:20][C:5]=1[O:6][C:7]1[C:8]([O:14][CH2:15][C:16]([O:18][CH3:19])=[O:17])=[N:9][C:10]([CH3:13])=[N:11][CH:12]=1

Participants

5

Reactant 2

HCID 702EthanolHCID 18619244HCID 18619244, compound

Product 1

HCID 18619239HCID 18619239, compoundYield 94.8%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 0.19 g of 5-{4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]-2-nitrophenoxy}-4-(methoxycarbonyl)methoxy-2-methylpyrimidine, 5 mg of platinum oxide, 2 ml of ethanol and 2 ml of ethyl acetate was stirred for 1.5 hours at room temperature under hydrogen atmosphere. The reaction system was purged with nitrogen, then, the reaction solution was filtrated through Celite, and the filtrate was concentrated to obtain 0.17 g of 5-{2-amino-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-4-(methoxycarbonyl)methoxy-2-methylpyrimidine.

Workup

  1. customThe reaction system was purged with nitrogen
  2. filtrationthe reaction solution was filtrated through Celite
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-d9041b664ea7427588f3668be609783f
Source dataset
uspto-grants-2003_03
Patent number
US06537948B1

Reaction notes

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