2-Bromoethyl methyl ether → HCID 136352237, compound

HRID 1853290Notes

Reaction equation

HRID 1853290 reaction equation
C([O:5][N:6]=[C:7]1[C:16]2[C:11](=[CH:12][C:13]([C:17]#[C:18][CH2:19][OH:20])=[CH:14][CH:15]=2)[O:10][C:9]([C:21]2[N:22]=[CH:23][C:24]3[C:29]([CH:30]=2)=[CH:28][CH:27]=[CH:26][CH:25]=3)=[CH:8]1)(C)(C)C.Br[CH2:32][CH2:33][O:34][CH3:35]>>[CH:23]1[C:24]2[C:29](=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:30]=[C:21]([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:17]#[C:18][CH2:19][O:20][CH2:32][CH2:33][O:34][CH3:35])[CH:12]=3)[N:22]=1

Participants

3

Reactant 2

HCID 809722-Bromoethyl methyl etherHCID 86673061HCID 86673061, compound

Product 1

HCID 136352237HCID 136352237, compound

Procedure

2-Isoquinolin-3-yl-7-[3-(2-methoxy-ethoxy)-prop-1-ynyl]-chromen-4-one oxime was prepared in 7% overall yield using the methods described in examples 42 and 42A, starting from 7-(3-hydroxy-prop-1-ynyl)-2-Isoquinolin-3-yl-chromen-4-one O-tert-butyl oxime (example 54A) and bromoethylmethylether. The title compound was isolated as a beige solid and as a 90/10 mixture of Z/E oxime isomers after triturating in diethyl ether.

Workup

  1. customoverall yield

Sources & evidence

ORD record
ord-f5c25946e6524a23bbd3d42bba03e148
Source dataset
uspto-grants-2015_02
Patent number
US08962627B2

Reaction notes

Loading…