Piperidine → 4-(2-Butynyloxy)-5-fluoro-6-piperidinopyrimidine

HRID 423160Notes

Reaction equation

HRID 423160 reaction equation
[CH2:1]([O:5][C:6]1[C:11]([F:12])=[C:10](F)[N:9]=[CH:8][N:7]=1)[C:2]#[C:3][CH3:4].[NH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1>C1(C)C=CC=CC=1>[CH2:1]([O:5][C:6]1[C:11]([F:12])=[C:10]([N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[N:9]=[CH:8][N:7]=1)[C:2]#[C:3][CH3:4]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 596619664-(2-Butynyloxy)-5,6-difluoropyrimidine

Product 1

HCID 593411384-(2-Butynyloxy)-5-fluoro-6-piperidinopyrimidineYield 92.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

0.2 g of 4-(2-butynyloxy)-5,6-difluoropyrimidine and 0.12 g of piperidine were added to 0.3 ml of toluene, then the mixture was stirred at room temperature for 3 hours. Then the reaction mixture was subjected to silica gel column chromatography to obtain 0.25 g of 4-(2-butynyloxy)-5-fluoro-6-piperidinopyrimidine (referred as the present compound (2) hereinafter).

Sources & evidence

ORD record
ord-0c6b79f46c9a4a0f85a73a681673eb30
Source dataset
uspto-grants-2012_01
Patent number
US08101753B2

Reaction notes

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