HCID 66597924, compound → HCID 66598268, compound

HRID 422418Notes

Reaction equation

[CH2:1](C1(N2C=CC=N2)C=C(C)C=CC1)CC#C.C(C1(N2C=CC=N2)C=CC=C(C)C1)CC#C.C[C:34]1[N:38]([CH2:39][CH2:40][C:41]#[C:42][C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][N:44]=2)[N:37]=[CH:36][C:35]=1[C:49]1[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=1>>[CH3:1][C:36]1[C:35]([C:49]2[CH:50]=[CH:51][CH:52]=[CH:53][CH:54]=2)=[CH:34][N:38]([CH2:39][CH2:40][C:41]#[C:42][C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][N:44]=2)[N:37]=1

Participants

Reactant 3

HCID 66597924HCID 66597924, compound

HCID 86630248HCID 86630248, compound

HCID 86630249HCID 86630249, compound

Product 1

HCID 66598268HCID 66598268, compoundYield 10%

Procedure

The title compounds were prepared in accordance with the general method of Example 1, from 255 mg (1.21 mmol) of 1-but-3-ynyl-5-methylphenyl-1H-pyrazole and 1-but-3-ynyl-3-methylphenyl-1H-pyrazole. The crude residue was purified by flash chromatography (DCM/MeOH 99:1 to 98:2) to yield 33 mg (0.11 mmol, 10%) of 2-(4-(3-methyl-4-phenyl-1H-pyrazol-1-yl)but-1-ynyl)pyridine and 2-(4-(5-methyl-4-phenyl-1H-pyrazol-1-yl)but-1-ynyl)pyridine as a orange oil.

Workup

customThe crude residue was purified by flash chromatography (DCM/MeOH 99:1 to 98:2)

Sources & evidence

ORD record: ord-c4d37c50db684bfe853552a25b94ffe3
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08101637B2

Reaction notes

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