4,6-Dichloropyrimidine → 4-Chloro-6-(cis-2,6-dimethylpiperidino)pyrimidine

HRID 2076910Notes

Reaction equation

HRID 2076910 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[CH:4][N:3]=1.[CH3:9][C@H:10]1[CH2:15][CH2:14][CH2:13][C@@H:12]([CH3:16])[NH:11]1>>[Cl:8][C:6]1[CH:7]=[C:2]([N:11]2[C@H:12]([CH3:16])[CH2:13][CH2:14][CH2:15][C@@H:10]2[CH3:9])[N:3]=[CH:4][N:5]=1

Participants

3

Reactant 2

HCID 709434,6-DichloropyrimidineHCID 641768rel-(2R,6S)-2,6-Dimethylpiperidine

Product 1

HCID 866074664-Chloro-6-(cis-2,6-dimethylpiperidino)pyrimidineYield 27.7%

Conditions

Temperature
90 °C

Procedure

0.5 g of 4,6-dichloropyrimidine and 0.76 g of cis-2,6-dimethylpiperidine were mixed and stirred for 10 hours at 90° C. The reaction mixture was subjected to silica gel column chromatography to obtain 0.21 g of 4-chloro-6-(cis-2,6-dimethylpiperidino)pyrimidine.

Sources & evidence

ORD record
ord-914938c204f6400495f3329135b3cf26
Source dataset
uspto-grants-2011_04
Patent number
US07928110B2

Reaction notes

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