Phenylacetylene → HCID 25222067, compound

HRID 1967204Notes

Reaction equation

HRID 1967204 reaction equation
[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10](OS(C2C=CC(C)=CC=2)(=O)=O)=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:28]1([C:34]#[CH:35])[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>CCCCCCC.C(Cl)Cl>[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([C:35]#[C:34][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)=[N:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 10821PhenylacetyleneHCID 86646619HCID 86646619, compound

Product 1

HCID 25222067HCID 25222067, compound

Reagents, catalysts & solvents 1

HCID 21907733Dichloromethane heptaneSolvent

Procedure

This product was prepared from toluene-4-sulfonic acid 1-benzyl-1H-indazol-3-yl ester and phenylacetylene following the general procedure for the Sonogashira cross-coupling reaction described above. Chromatography eluent: heptane/DCM 1:1; yield (9.25 mg, 6%); 1H NMR δ (CDCl3): 7.92 (d, J=7.92 Hz, 1H), 7.4-7.17 (m, 13H), 5.5 (s, 2H); LCMS m/z: 308.

Workup

  1. customfor the Sonogashira cross-coupling reaction
  2. customyield (9.25 mg, 6%)

Sources & evidence

ORD record
ord-22effaf611904758a27140601889dad0
Source dataset
uspto-grants-2013_04
Patent number
US08420812B2

Reaction notes

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