Triethylamine → 4,5-Difluoro-6-(2-pentynyloxy)pyrimidine

HRID 423156Notes

Reaction equation

HRID 423156 reaction equation
[F:1][C:2]1[C:7]([F:8])=[C:6](F)[N:5]=[CH:4][N:3]=1.[CH2:10]([OH:15])[C:11]#[C:12][CH2:13][CH3:14].C(N(CC)CC)C>C1(C)C=CC=CC=1>[F:1][C:2]1[C:7]([F:8])=[C:6]([O:15][CH2:10][C:11]#[C:12][CH2:13][CH3:14])[N:5]=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 804212-Pentyn-1-olHCID 35727644,5,6-Trifluoropyrimidine

Product 1

HCID 596619684,5-Difluoro-6-(2-pentynyloxy)pyrimidineYield 71.7%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

0.5 g of 4,5,6-trifluoropyrimidine, 0.38 g of 2-pentyn-1-ol and 0.62 ml of triethylamine were added to 1 ml of toluene, then the mixture was stirred at room temperature for 1 hour. Then the reaction mixture was subjected to silica gel column chromatography to obtain 0.53 g of 4,5-difluoro-6-(2-pentynyloxy)pyrimidine.

Sources & evidence

ORD record
ord-c19059327e55479396813eacbdbde326
Source dataset
uspto-grants-2012_01
Patent number
US08101753B2

Reaction notes

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