3-Butyn-1-OL → HCID 136352236, compound

HRID 1853289Notes

Reaction equation

HRID 1853289 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.[CH2:28]([OH:32])[CH2:29][C:30]#[CH:31]>>[OH:32][CH2:28][CH2:29][C:30]#[C:31][C:13]1[CH:12]=[C:11]2[C:16]([C:7](=[N:6][OH:5])[CH:8]=[C:9]([C:18]3[N:19]=[CH:20][C:21]4[C:26]([CH:27]=3)=[CH:25][CH:24]=[CH:23][CH:22]=4)[O:10]2)=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 135663-Butyn-1-OLHCID 86673023HCID 86673023, compound

Product 1

HCID 136352236HCID 136352236, compound

Procedure

7-(4-Hydroxy-but-1-ynyl)-2-isoquinolin-3-yl-chromen-4-one oxime was prepared in 10% 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-butyn-1-ol. The title compound was isolated as a yellow solid and as a 70/30 mixture of Z/E oxime isomers.

Workup

  1. customoverall yield

Sources & evidence

ORD record
ord-c389ba7bd5684769b68089d5043980d1
Source dataset
uspto-grants-2015_02
Patent number
US08962627B2

Reaction notes

Loading…