Water → HCID 86752834, compound

HRID 964905Notes

Reaction equation

HRID 964905 reaction equation
[C:1]([C:4]1[C:5]([Cl:13])=[N:6][C:7]([CH:10]([F:12])[F:11])=[N:8][CH:9]=1)(=[O:3])[CH3:2].O>C(OCC)C>[Cl:13][C:5]1[C:4]([CH:1]([OH:3])[CH3:2])=[CH:9][N:8]=[C:7]([CH:10]([F:12])[F:11])[N:6]=1

Participants

4

Reactant 2

HCID 962WaterHCID 19074103HCID 19074103, compound

Product 1

HCID 86752834HCID 86752834, compoundYield 79.2%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

0.4 g of 5-acetyl-4-chlorodifluoromethylpyrimidine was dissolved in 10 ml of dry diethyl ether, then, an excess of a borane ammonia complex was added under cooling with ice, and the mixture was stirred overnight at room temperature. After addition of water, extraction with diethyl ether was carried out. The ether layer was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure to obtain 0.32 g of the desired product as a viscous liquid. nD19.9 1.4899

Workup

  1. additionan excess of a borane ammonia complex was added
  2. temperatureunder cooling with ice
  3. dry with materialThe ether layer was dried over anhydrous sodium sulfate
  4. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-abb56f3be5b647288a0b6c18b140427d
Source dataset
uspto-grants-1998_06
Patent number
US05773388

Reaction notes

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