{1-[4-(6-Fluoro-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester → {1-[4-(6-bromo-7-methoxy-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester

HRID 1037221Notes

Reaction equation

HRID 1037221 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].[Br:37][C:38]1[CH:39]=[C:40]2[C:45](=[CH:46][C:47]=1[O:48][CH3:49])[O:44][C:43]([C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1)=[C:42](I)[C:41]2=[O:57]>>[C:1]([O:5][C:6](=[O:36])[NH:7][C:8]1([C:12]2[CH:13]=[CH:14][C:15]([C:42]3[C:41](=[O:57])[C:40]4[C:45](=[CH:46][C:47]([O:48][CH3:49])=[C:38]([Br:37])[CH:39]=4)[O:44][C:43]=3[C:50]3[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=3)=[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 670677766-Bromo-3-iodo-7-methoxy-2-phenyl-chromen-4-one

Product 1

HCID 67067774{1-[4-(6-bromo-7-methoxy-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl esterYield 75%

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, 6-bromo-3-iodo-7-methoxy-2-phenyl-chromen-4-one was reacted to give the title compound as a pale yellow foam (434 mg, 75%). LCMS (Method B): RT=5.04 min, [M+Na]+=598/600.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-544a05f62ce145688740abfc7b62d3a6
Source dataset
uspto-grants-2013_10
Patent number
US08546376B2

Reaction notes

Loading…