1-Ethynyl-3-methoxybenzene → HCID 136352225, compound

HRID 1853270Notes

Reaction equation

HRID 1853270 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:31]=[C:32]([C:36]#[CH:37])[CH:33]=[CH:34][CH:35]=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:32]2[CH:33]=[CH:34][CH:35]=[C:30]([O:29][CH3:28])[CH:31]=2)[CH:12]=3)[N:19]=1

Participants

3

Reactant 2

HCID 6407531-Ethynyl-3-methoxybenzeneHCID 86673023HCID 86673023, compound

Product 1

HCID 136352225HCID 136352225, compound

Procedure

2-isoquinolin-3-yl-7-(3-methoxyphenyl)ethynyl-chromen-4-one oxime was prepared in 22% 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 3-methoxyphenylacetylene. The title compound was isolated as an orange solid and as a 93/7 mixture of Z/E oxime isomers.

Workup

  1. customoverall yield

Sources & evidence

ORD record
ord-8864432b1ce14724a3a75e75d87793fb
Source dataset
uspto-grants-2015_02
Patent number
US08962627B2

Reaction notes

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