Pyrazole → Pyrimidine, 4-methoxy-6-methyl-2-(1H-pyrazol-1-yl)-

HRID 231790Notes

Reaction equation

HRID 231790 reaction equation
Cl[C:2]1[N:7]=[C:6]([O:8][CH3:9])[CH:5]=[C:4]([CH3:10])[N:3]=1.[NH:11]1[CH:15]=[CH:14][CH:13]=[N:12]1>O1CCCC1>[CH3:9][O:8][C:6]1[CH:5]=[C:4]([CH3:10])[N:3]=[C:2]([N:11]2[CH:15]=[CH:14][CH:13]=[N:12]2)[N:7]=1

Participants

4

Reactant 2

HCID 1048PyrazoleHCID 124905712-Chloro-4-methoxy-6-methylpyrimidine

Product 1

HCID 10702834Pyrimidine, 4-methoxy-6-methyl-2-(1H-pyrazol-1-yl)-Yield 54.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In anhydrous tetrahydrofuran, 159 mg of 2-chloro-4-methoxy-6-methylpyrimidine was substituted with 68 mg of pyrazole. The reaction mixture was treated according to the procedure of Example 5 to yield 103 mg of 4-methoxy-6-methyl-2-(1-pyrazolyl)pyrimidine, and recrystallized from n-hexane to give a compound having a melting point of 52.5°-53° C.

Workup

  1. additionThe reaction mixture was treated

Sources & evidence

ORD record
ord-de9026c5d9e146eaa003bca526de86f7
Source dataset
uspto-grants-1989_07
Patent number
US04849424

Reaction notes

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