2-Butyn-1-ol → 4-(2-Butynyloxy)-5,6-difluoropyrimidine

HRID 423155Notes

Reaction equation

HRID 423155 reaction equation
[F:1][C:2]1[C:7]([F:8])=[C:6](F)[N:5]=[CH:4][N:3]=1.[CH2:10]([OH:14])[C:11]#[C:12][CH3:13].C(N(CC)C(C)C)(C)C>C1(C)C=CC=CC=1>[CH2:10]([O:14][C:6]1[C:7]([F:8])=[C:2]([F:1])[N:3]=[CH:4][N:5]=1)[C:11]#[C:12][CH3:13]

Participants

5

Reactant 3

HCID 129912-Butyn-1-olHCID 81531DiisopropylethylamineHCID 35727644,5,6-Trifluoropyrimidine

Product 1

HCID 596619664-(2-Butynyloxy)-5,6-difluoropyrimidineYield 83%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

0.5 g of 4,5,6-trifluoropyrimidine, 0.31 g of 2-butyn-1-ol and 0.78 ml of N,N-diisopropylethylamine were added to 1 ml of toluene, then the mixture was stirred at room temperature for 30 minutes. Then the reaction mixture was subjected to silica gel column chromatography to obtain 0.57 g of 4-(2-butynyloxy)-5,6-difluoropyrimidine.

Sources & evidence

ORD record
ord-cfdecd844fd84b8d91aa7a9e645efd18
Source dataset
uspto-grants-2012_01
Patent number
US08101753B2

Reaction notes

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