3-(Trifluoromethyl)piperidine → 4-(2-Butynyloxy)-6-(3-trifluoromethylpiperidino)pyrimidine

HRID 14533Notes

Reaction equation

HRID 14533 reaction equation
Cl[C:2]1[CH:7]=[C:6]([O:8][CH2:9][C:10]#[C:11][CH3:12])[N:5]=[CH:4][N:3]=1.[F:13][C:14]([F:22])([F:21])[CH:15]1[CH2:20][CH2:19][CH2:18][NH:17][CH2:16]1>>[CH2:9]([O:8][C:6]1[CH:7]=[C:2]([N:17]2[CH2:18][CH2:19][CH2:20][CH:15]([C:14]([F:22])([F:21])[F:13])[CH2:16]2)[N:3]=[CH:4][N:5]=1)[C:10]#[C:11][CH3:12]

Participants

3

Reactant 2

HCID 27607763-(Trifluoromethyl)piperidineHCID 121376024-(2-Butynyloxy)-6-chloropyrimidine

Product 1

HCID 576729514-(2-Butynyloxy)-6-(3-trifluoromethylpiperidino)pyrimidineYield 61.4%

Procedure

0.3 g of 4-chloro-6-(2-butynyloxy)pyrimidine and 0.25 g of 3-trifluoromethylpiperidine were mixed and left for 10 hours at room temperature. The reaction mixture was subjected to silica gel column chromatography to obtain 0.30 g of 4-(2-butynyloxy)-6-(3-trifluoromethylpiperidino)pyrimidine (hereinafter, referred to as Compound (24)).

Sources & evidence

ORD record
ord-9c10e1391ad14fabbbc89f7c5e5cfdbd
Source dataset
uspto-grants-2010_06
Patent number
US07732448B2

Reaction notes

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