3-Methyl-4-phenylpyrazol → HCID 86086787, compound

HRID 422417Notes

Reaction equation

HRID 422417 reaction equation
[CH3:1][C:2]1[NH:6][N:5]=[CH:4][C:3]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[CH2:13](N1C=C(C2C=CC=CC=2)C(C)=N1)[CH2:14][C:15]#[CH:16]>>[CH2:16]([N:6]1[C:2]([CH3:1])=[C:3]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:4]=[N:5]1)[CH2:15][C:14]#[CH:13]

Participants

3

Reactant 2

HCID 1396013-Methyl-4-phenylpyrazolHCID 86086789HCID 86086789, compound

Product 1

HCID 86086787HCID 86086787, compoundYield 42%

Procedure

The title compounds were prepared in accordance with the general method of Example 109(D), from 5-methyl-4-phenyl-1H-pyrazole (515 mg, 3.25 mmol). The crude residue was purified by flash chromatography (cyclohexane/AcOEt 4:1) to yield 255 mg (1.21 mmol, 42%) of 1-but-3-ynyl-5-methyl-4-phenyl-1H-pyrazole and 1-but-3-ynyl-3-methyl-4-phenyl-1H-pyrazole.

Workup

  1. customThe crude residue was purified by flash chromatography (cyclohexane/AcOEt 4:1)

Sources & evidence

ORD record
ord-8816318d5a6f4d59a5aa4546a2027d87
Source dataset
uspto-grants-2012_01
Patent number
US08101637B2

Reaction notes

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