Pyrrolidine → 5-Fluoro-4-(2-pentynyloxy)-6-pyrrolidinopyrimidine

HRID 423162Notes

Reaction equation

HRID 423162 reaction equation
F[C:2]1[C:7]([F:8])=[C:6]([O:9][CH2:10][C:11]#[C:12][CH2:13][CH3:14])[N:5]=[CH:4][N:3]=1.[NH:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1>C1(C)C=CC=CC=1>[F:8][C:7]1[C:6]([O:9][CH2:10][C:11]#[C:12][CH2:13][CH3:14])=[N:5][CH:4]=[N:3][C:2]=1[N:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 596619684,5-Difluoro-6-(2-pentynyloxy)pyrimidine

Product 1

HCID 596619675-Fluoro-4-(2-pentynyloxy)-6-pyrrolidinopyrimidineYield 87.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

0.1 g of 4,5-difluoro-6-(2-pentynyloxy)pyrimidine and 0.04 g of pyrrolidine were added to 0.2 ml of toluene, then the reaction mixture was stirred at room temperature for 3 hours. Then the reaction mixture was subjected to silica gel column chromatography to obtain 0.11 g of 5-fluoro-4-(2-pentynyloxy)-6-pyrrolidinopyrimidine (referred as the present compound (5) hereinafter).

Sources & evidence

ORD record
ord-e3fc5d1631d94cdda040eae0d8e964f5
Source dataset
uspto-grants-2012_01
Patent number
US08101753B2

Reaction notes

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