1-Ethynyl-4-methoxybenzene → HCID 25222180, compound

HRID 1967213Notes

Reaction equation

HRID 1967213 reaction equation
[CH3:1][C:2]1[N:7]=[CH:6][N:5]=[C:4](OS(C2C=CC(C)=CC=2)(=O)=O)[CH:3]=1.[C:19]([C:21]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=1)#[CH:20]>CCCCCCC.CCOC(C)=O>[CH3:28][O:27][C:24]1[CH:25]=[CH:26][C:21]([C:19]#[C:20][C:4]2[CH:3]=[C:2]([CH3:1])[N:7]=[CH:6][N:5]=2)=[CH:22][CH:23]=1

Participants

4

Reactant 2

HCID 2510201-Ethynyl-4-methoxybenzeneHCID 86646621Toluene-4-sulfonic acid 6-methyl-pyrimidin-4-yl ester

Product 1

HCID 25222180HCID 25222180, compound

Reagents, catalysts & solvents 1

HCID 21899848Ethylacetate heptaneSolvent

Procedure

This product was prepared from toluene-4-sulfonic acid 6-methyl-pyrimidin-4-yl ester and 1-ethynyl-4-methoxy-benzene following the general procedure for the Sonogashira cross-coupling reaction described above. Chromatography eluent: heptane/EtOAc 8:2; yield (52 mg, 46%); 1H NMR δ (CDCl3): 8.99 (s, 1H), 7.32 (d, J=8.60 Hz, 2H), 7.22 (s, 1H), 7.17 (d, J=8.43 Hz, 2H), 3.83 (s, 3H), 2.51 (s, 3H); LCMS m/z: 224.

Workup

  1. customfor the Sonogashira cross-coupling reaction
  2. customyield (52 mg, 46%)

Sources & evidence

ORD record
ord-23efff816ff9466183accbaa97436cb0
Source dataset
uspto-grants-2013_04
Patent number
US08420812B2

Reaction notes

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