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Pyrazole → 4-Ethoxy-6-methyl-2-(1H-pyrazol-1-yl)pyrimidine

HRID 231795
Notes
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Reaction equation

HRID 231795 reaction equation
Cl[C:2]1[N:7]=[C:6]([O:8][CH2:9][CH3:10])[CH:5]=[C:4]([CH3:11])[N:3]=1.[NH:12]1[CH:16]=[CH:15][CH:14]=[N:13]1>O1CCCC1>[CH2:9]([O:8][C:6]1[CH:5]=[C:4]([CH3:11])[N:3]=[C:2]([N:12]2[CH:16]=[CH:15][CH:14]=[N:13]2)[N:7]=1)[CH3:10]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 1048PyrazoleHCID 152886712-Chloro-4-ethoxy-6-methylpyrimidine

Product 1

HCID 104884134-Ethoxy-6-methyl-2-(1H-pyrazol-1-yl)pyrimidineYield 53.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In anhydrous tetrahydrofuran, 173 mg of 2-chloro-4-ethoxy-6-methylpyrimidine was substituted with 68 mg of pyrazole. The reaction mixture was treated according to the procedure of Example 5 to yield 110 mg of 4-ethoxy-6-methyl-2-(1-pyrazolyl)pyrimidine, an oily compound.

Workup

  1. additionThe reaction mixture was treated

Sources & evidence

ORD record
ord-330ada8d1abb4716b034f2bc401fae4a
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