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

HRID 14534Notes

Reaction equation

HRID 14534 reaction equation
Cl[C:2]1[CH:7]=[C:6]([O:8][CH2:9][C:10]#[C:11][CH2:12][CH3:13])[N:5]=[CH:4][N:3]=1.[F:14][C:15]([F:23])([F:22])[CH:16]1[CH2:21][CH2:20][CH2:19][NH:18][CH2:17]1>>[CH2:9]([O:8][C:6]1[N:5]=[CH:4][N:3]=[C:2]([N:18]2[CH2:19][CH2:20][CH2:21][CH:16]([C:15]([F:23])([F:22])[F:14])[CH2:17]2)[CH:7]=1)[C:10]#[C:11][CH2:12][CH3:13]

Participants

3

Reactant 2

HCID 27607763-(Trifluoromethyl)piperidineHCID 225997704-Chloro-6-(2-pentynyloxy)pyrimidine

Product 1

HCID 665949896-(2-Pentynyloxy)-4-(3-trifluoromethylpiperidino)pyrimidineYield 47.1%

Procedure

0.2 g of 4-chloro-6-(2-pentynyloxy)pyrimidine and 0.23 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 0.15 g of 6-(2-pentynyloxy)-4-(3-trifluoromethylpiperidino)pyrimidine (hereinafter, referred to as Compound (25)).

Sources & evidence

ORD record
ord-a070d96be22c454789681963d117bdef
Source dataset
uspto-grants-2010_06
Patent number
US07732448B2

Reaction notes

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