Pyrimidine, 5-chloro-2,4,6-trifluoro- → HCID 59341122, compound

HRID 14575Notes

Reaction equation

HRID 14575 reaction equation
[F:1][C:2]1[N:7]=[C:6]([F:8])[C:5]([Cl:9])=[C:4](F)[N:3]=1.[CH3:11][CH:12]1[CH2:17][CH:16]([CH3:18])[CH2:15][NH:14][CH2:13]1>O1CCCC1>[Cl:9][C:5]1[C:6]([F:8])=[N:7][C:2]([F:1])=[N:3][C:4]=1[N:14]1[CH2:15][CH:16]([CH3:18])[CH2:17][CH:12]([CH3:11])[CH2:13]1

Participants

4

Reactant 2

HCID 69679Pyrimidine, 5-chloro-2,4,6-trifluoro-HCID 1182593,5-Dimethylpiperidine

Product 1

HCID 59341122HCID 59341122, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Into 6 ml of tetrahydrofuran solution of 0.5 g of 2,4,6-trifluoro-5-chloropyrimidine was added dropwise 0.34 g or 3,5-dimethylpiperidine (cis/trans diastereomer=about 4/1) at room temperature, and the mixture was stirred for one-and-half hour at same temperature. The reaction mixture was subjected to silica gel column chromatography to obtain 0.56 g of 5-chloro-2,4-difluoro-6-(3,5-dimethylpiperidino)pyrimidine. This compound had the cis/trans diastereomer originated two ethyls on the pyperidine ring. The ratio of the cis/trans diastereomer was about 5/1.

Workup

  1. customhalf hour

Sources & evidence

ORD record
ord-de8a5c09e86c4eb3b86526815c7e4297
Source dataset
uspto-grants-2010_06
Patent number
US07732448B2

Reaction notes

Loading…