Pyridine → HCID 66598047, compound

HRID 1189188Notes

Reaction equation

HRID 1189188 reaction equation
[CH2:1]([N:5]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)[CH:7]=[N:6]1)[CH2:2][C:3]#[CH:4].[N:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[F:16][C:13]1[CH:12]=[CH:11][C:10]([C:8]2[CH:7]=[N:6][N:5]([CH2:1][CH2:2][C:3]#[C:4][C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][N:17]=3)[CH:9]=2)=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 1049PyridineHCID 86086858HCID 86086858, compound

Product 1

HCID 66598047HCID 66598047, compound

Procedure

The title compound was prepared in accordance with the general method of Example 1, from 50 mg (0.23 mmol) of 1-but-3-ynyl-4-(4-fluoro-phenyl)-1H-pyrazole. Reaction time: 13 hours. The crude residue was purified by flash chromatography (DCM/MeOH 98:2) and SCX column (DCM, DCM/MeOH 95:5, DCM/MeOH/NH4OH 94:5:1) to yield 2 mg (7 mmol, 3%) of 244-(4-(4-fluorophenyl)-1H-pyrazol-1-yl)but-1-ynyl)pyridine as a yellow solid.

Workup

  1. customReaction time
  2. custom13 hours
  3. customThe crude residue was purified by flash chromatography (DCM/MeOH 98:2) and SCX column (DCM, DCM/MeOH 95:5, DCM/MeOH/NH4OH 94:5:1)

Sources & evidence

ORD record
ord-fdd815f09a1b4cc7bcbed3ef408b25a9
Source dataset
uspto-grants-2014_03
Patent number
US08674106B2

Reaction notes

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