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1H-1,2,4-Triazole → 2-Methoxy-6-methyl-4-(1,2,4-triazol-1-yl)pyrimidine

HRID 231793
Notes
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Reaction equation

HRID 231793 reaction equation
Cl[C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([O:9][CH3:10])[N:3]=1.[NH:11]1[CH:15]=[N:14][CH:13]=[N:12]1>O1CCCC1>[CH3:10][O:9][C:4]1[N:3]=[C:2]([N:11]2[CH:15]=[N:14][CH:13]=[N:12]2)[CH:7]=[C:6]([CH3:8])[N:5]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 92571H-1,2,4-TriazoleHCID 134258364-Chloro-2-methoxy-6-methylpyrimidine

Product 1

HCID 143723252-Methoxy-6-methyl-4-(1,2,4-triazol-1-yl)pyrimidineYield 22.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In anhydrous tetrahydrofuran, 159 mg of 4-chloro-2-methoxy-6-methylpyrimidine was substituted with 69 mg of 1,2,4-triazole. The reaction mixture was treated according to the procedure of Example 5 to yield 43 mg of 2-methoxy-6-methyl-4-(1,2,4-triazol-1-yl)pyrimidine, recrystallized from n-hexane, having a melting point of 98°-98.5° C.

Workup

  1. additionThe reaction mixture was treated

Sources & evidence

ORD record
ord-9d0be6eccf774b7ea75bf2a2c8c4415e
Source dataset
uspto-grants-1989_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04849424

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes