4-Ethynyl-N,N-dimethylaniline → HCID 136352224, compound

HRID 1853269Notes

Reaction equation

HRID 1853269 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][N:29]([CH3:38])[C:30]1[CH:35]=[CH:34][C:33]([C:36]#[CH:37])=[CH:32][CH:31]=1>>[CH3:28][N:29]([CH3:38])[C:30]1[CH:35]=[CH:34][C:33]([C:36]#[C:37][C:13]2[CH:12]=[C:11]3[C:16]([C:7](=[N:6][OH:5])[CH:8]=[C:9]([C:18]4[N:19]=[CH:20][C:21]5[C:26]([CH:27]=4)=[CH:25][CH:24]=[CH:23][CH:22]=5)[O:10]3)=[CH:15][CH:14]=2)=[CH:32][CH:31]=1

Participants

3

Reactant 2

HCID 51918844-Ethynyl-N,N-dimethylanilineHCID 86673023HCID 86673023, compound

Product 1

HCID 136352224HCID 136352224, compound

Procedure

7-(4-dimethylaminophenyl)ethynyl-2-isoquinolin-3-yl-chromen-4-one oxime was prepared in 8% 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-dimethylaminophenylacetylene. The title compound was isolated as an orange solid and as a 95/5 mixture of Z/E oxime isomers.

Workup

  1. customoverall yield

Sources & evidence

ORD record
ord-fd556c70ec554a7d84a1415091a52aab
Source dataset
uspto-grants-2015_02
Patent number
US08962627B2

Reaction notes

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