Phenylacetylene → HCID 25221838, compound

HRID 1967191Notes

Reaction equation

HRID 1967191 reaction equation
[CH3:1][N:2]1[C:6]([C:7]([F:10])([F:9])[F:8])=[CH:5][C:4](OS(C2C=CC(C)=CC=2)(=O)=O)=[N:3]1.[C:22]1([C:28]#[CH:29])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>CCCCCCC.C(Cl)Cl>[CH3:1][N:2]1[C:6]([C:7]([F:8])([F:9])[F:10])=[CH:5][C:4]([C:29]#[C:28][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[N:3]1

Participants

4

Reactant 2

HCID 10821PhenylacetyleneHCID 44543018HCID 44543018, compound

Product 1

HCID 25221838HCID 25221838, compound

Reagents, catalysts & solvents 1

HCID 21907733Dichloromethane heptaneSolvent

Procedure

This product was prepared from toluene-4-sulfonic acid 1-methyl-5-trifluoromethyl-1H-pyrazol-3-yl ester and phenylacetylene following the general procedure for the Sonogashira cross-coupling reaction described above. Chromatography eluent: heptane/DCM 7:3; yield (19 mg, 15%); 1H NMR δ (CDCl3): 7.66-7.55 (m, 5H), 6.64 (s, 1H), 3.98 (s, 3H), LCMS m/z: 250.

Workup

  1. customfor the Sonogashira cross-coupling reaction
  2. customyield (19 mg, 15%)

Sources & evidence

ORD record
ord-7b747c7abf184c1086c30844db73cb6d
Source dataset
uspto-grants-2013_04
Patent number
US08420812B2

Reaction notes

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