6-Hydroxy-2-thieno[3,2-c]pyridin-6-yl-chromen-4-one O-tert-butyl-oxime → 6-[2-(4-Fluoro-phenyl)-ethoxy]-2-thieno[3,2-c]pyridin-6-yl-chromen-4-one oxime

HRID 1853344Notes

Reaction equation

HRID 1853344 reaction equation
C([O:5][N:6]=[C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([OH:17])[CH:15]=2)[O:10][C:9]([C:18]2[N:23]=[CH:22][C:21]3[CH:24]=[CH:25][S:26][C:20]=3[CH:19]=2)=[CH:8]1)(C)(C)C.Cl[CH2:28][CH2:29][C:30]1(Cl)[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH2:31]1>>[F:36][C:33]1[CH:34]=[CH:35][C:30]([CH2:29][CH2:28][O:17][C:14]2[CH:15]=[C:16]3[C:11](=[CH:12][CH:13]=2)[O:10][C:9]([C:18]2[N:23]=[CH:22][C:21]4[CH:24]=[CH:25][S:26][C:20]=4[CH:19]=2)=[CH:8][C:7]3=[N:6][OH:5])=[CH:31][CH:32]=1

Participants

3

Reactant 2

HCID 866731016-Hydroxy-2-thieno[3,2-c]pyridin-6-yl-chromen-4-one O-tert-butyl-oximeHCID 866731051-(2-Chloro-ethyl)-4-fluorophenyl hydrochloride

Product 1

HCID 1363522406-[2-(4-Fluoro-phenyl)-ethoxy]-2-thieno[3,2-c]pyridin-6-yl-chromen-4-one oxime

Procedure

6-[2-(4-Fluoro-phenyl)-ethoxy]-2-thieno[3,2-c]pyridin-6-yl-chromen-4-one oxime was prepared in 18% overall yield using the method described in example 127, starting from 6-Hydroxy-2-thieno[3,2-c]pyridin-6-yl-chromen-4-one O-tert-butyl-oxime (example 127B) and 1-(2-Chloro-ethyl)-4-fluorophenyl hydrochloride.

Workup

  1. customoverall yield

Sources & evidence

ORD record
ord-8842faec6bde4c1cbc9b27953b2018ff
Source dataset
uspto-grants-2015_02
Patent number
US08962627B2

Reaction notes

Loading…