1-Ethynyl-4-methoxybenzene → HCID 136352228, compound

HRID 1853273Notes

Reaction equation

HRID 1853273 reaction equation
C([O:5][N:6]=[C:7]1[C:16]2[C:11](=[CH:12][C:13](Br)=[CH:14][CH:15]=2)[O:10][C:9]([C:18]2[N:19]=[CH:20][C:21]3[C:26]([CH:27]=2)=[CH:25][CH:24]=[CH:23][CH:22]=3)=[CH:8]1)(C)(C)C.[CH3:28][O:29][C:30]1[CH:35]=[CH:34][C:33]([C:36]#[CH:37])=[CH:32][CH:31]=1>>[CH:20]1[C:21]2[C:26](=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:27]=[C:18]([C:9]2[O:10][C:11]3[C:16]([C:7](=[N:6][OH:5])[CH:8]=2)=[CH:15][CH:14]=[C:13]([C:37]#[C:36][C:33]2[CH:34]=[CH:35][C:30]([O:29][CH3:28])=[CH:31][CH:32]=2)[CH:12]=3)[N:19]=1

Participants

3

Reactant 2

HCID 2510201-Ethynyl-4-methoxybenzeneHCID 86673023HCID 86673023, compound

Product 1

HCID 136352228HCID 136352228, compound

Procedure

2-isoquinolin-3-yl-7-(4-methoxyphenyl)ethynyl-chromen-4-one oxime was prepared in 9% overall yield using the method described in example 24, starting from 7-bromo-2-isoquinolin-3-yl-chromen-4-one O-tert-butyl oxime (example 2B) and 4-methoxyphenylacetylene. The title compound was purified by preparative HPLC (gradient 35-20% Water/acetonitrile+0.05% trifluoroacetic acid) and isolated as a yellow solid and as a 95/05 mixture of Z/E oxime isomers.

Workup

  1. customoverall yield
  2. customThe title compound was purified by preparative HPLC (gradient 35-20% Water/acetonitrile+0.05% trifluoroacetic acid)

Sources & evidence

ORD record
ord-44f93ae72702455a95000b5b1a4839eb
Source dataset
uspto-grants-2015_02
Patent number
US08962627B2

Reaction notes

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