{1-[4-(6-Fluoro-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester → {1-[4-(8-Difluoromethoxy-4-oxo-2-phenyl-4H-pyrano[2,3-c]pyridin-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester

HRID 1037233Notes

Reaction equation

HRID 1037233 reaction equation
[C:1]([O:5][C:6](=[O:36])[NH:7][C:8]1([C:12]2[CH:17]=[CH:16][C:15](C3C(=O)C4C(=CC=C(F)C=4)OC=3C3C=CC=CC=3)=[CH:14][CH:13]=2)[CH2:11][CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].[F:37][CH:38]([F:58])[O:39][C:40]1[N:41]=[CH:42][CH:43]=[C:44]2[C:49](=[O:50])[C:48](I)=[C:47]([C:52]3[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=3)[O:46][C:45]=12>>[C:1]([O:5][C:6](=[O:36])[NH:7][C:8]1([C:12]2[CH:13]=[CH:14][C:15]([C:48]3[C:49](=[O:50])[C:44]4[C:45]([O:46][C:47]=3[C:52]3[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=3)=[C:40]([O:39][CH:38]([F:58])[F:37])[N:41]=[CH:42][CH:43]=4)=[CH:16][CH:17]=2)[CH2:9][CH2:10][CH2:11]1)([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 67067635{1-[4-(6-Fluoro-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl esterHCID 670676838-Difluoromethoxy-3-iodo-2-phenyl-pyrano[2,3-c]pyridin-4-one

Product 1

HCID 67067822{1-[4-(8-Difluoromethoxy-4-oxo-2-phenyl-4H-pyrano[2,3-c]pyridin-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl esterYield 56%

Procedure

Following the procedure used to prepare {1-[4-(6-fluoro-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester, 8-difluoromethoxy-3-iodo-2-phenyl-pyrano[2,3-c]pyridin-4-one was reacted to give the title compound as a colourless oil (24 mg, 56%). LCMS (Method A): RT=4.85 min, [M+H]+=535.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-5b20d3914e6f46a58043c57692f7b2d2
Source dataset
uspto-grants-2013_10
Patent number
US08546376B2

Reaction notes

Loading…