Sodium hydride → Enecadin

HRID 8700

Reaction equation

HRID 8700 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=2)[N:5]=[C:4]([CH3:15])[N:3]=1.[H-].[Na+].[N:18]1([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][OH:29])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1>C1CCCCC1>[F:14][C:11]1[CH:12]=[CH:13][C:8]([C:6]2[CH:7]=[C:2]([O:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][N:18]3[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]3)[N:3]=[C:4]([CH3:15])[N:5]=2)=[CH:9][CH:10]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 5665371-PiperidinepentanolHCID 158701424-Chloro-6-(4-fluorophenyl)-2-methylpyrimidine

Product 1

HCID 6433114Enecadin

Reagents, catalysts & solvents 1

HCID 8078CyclohexaneSolvent

Procedure

13.8 kg of 4-chloro-6-(4-fluorophenyl)-2-methylpyrimidine, 4.8 kg of 60% sodium hydride, 130 kg of cyclohexane and 10.6 kg of 5-piperidino-1-pentanol were stirred under reflux for 4 hours.

Workup

  1. temperatureunder reflux for 4 hours

Sources & evidence

ORD record
ord-2c97fb92d3a6490490f59178d44b102c
Source dataset
uspto-grants-2006_08
Patent number
US07091206B2

Linked notes

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