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

HRID 1037218Notes

Reaction equation

HRID 1037218 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:47]=[C:46]2[C:41]([C:42](=[O:55])[C:43](I)=[C:44]([C:48]3[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=3)[O:45]2)=[CH:40][C:39]=1[O:56][CH3:57]>>[C:1]([O:5][C:6](=[O:36])[NH:7][C:8]1([C:12]2[CH:13]=[CH:14][C:15]([C:43]3[C:42](=[O:55])[C:41]4[C:46](=[CH:47][C:38]([Br:37])=[C:39]([O:56][CH3:57])[CH:40]=4)[O:45][C:44]=3[C:48]3[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=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 67067665HCID 67067665, compound

Product 1

HCID 67067830{1-[4-(7-Bromo-6-methoxy-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl esterYield 52%

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, 7-bromo-3-iodo-6-methoxy-2-phenyl-chromen-4-one was reacted to give the title compound as a pale yellow foam (302 mg, 52%). LCMS (Method B): RT=5.02 min, [M+Na]+=598/600.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-fc8ae1c105e94d3e8cfd2459de62613b
Source dataset
uspto-grants-2013_10
Patent number
US08546376B2

Reaction notes

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