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

HRID 1037227Notes

Reaction equation

HRID 1037227 reaction equation
C(O[C:6](=O)[NH:7]C1(C2C=CC(C3C(=O)C4C(=CC=C(C#N)C=4)OC=3C3C=CC=CC=3)=CC=2)CCC1)(C)(C)C.[C:38]([O:42][C:43](=[O:75])[NH:44][C:45]1([C:49]2[CH:54]=[CH:53][C:52]([C:55]3[C:64](=[O:65])[C:63]4[C:58](=[CH:59][C:60](Br)=[C:61]([O:66][CH3:67])[CH:62]=4)[O:57][C:56]=3[C:69]3[CH:74]=[CH:73][CH:72]=[CH:71][CH:70]=3)=[CH:51][CH:50]=2)[CH2:48][CH2:47][CH2:46]1)([CH3:41])([CH3:40])[CH3:39]>>[C:38]([O:42][C:43](=[O:75])[NH:44][C:45]1([C:49]2[CH:54]=[CH:53][C:52]([C:55]3[C:64](=[O:65])[C:63]4[C:58](=[CH:59][C:60]([C:6]#[N:7])=[C:61]([O:66][CH3:67])[CH:62]=4)[O:57][C:56]=3[C:69]3[CH:74]=[CH:73][CH:72]=[CH:71][CH:70]=3)=[CH:51][CH:50]=2)[CH2:48][CH2:47][CH2:46]1)([CH3:41])([CH3:40])[CH3:39]

Participants

3

Reactant 2

HCID 67067657{1-[4-(6-cyano-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl esterHCID 67067830{1-[4-(7-Bromo-6-methoxy-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester

Product 1

HCID 67067736(1-[4-(7-Cyano-6-methoxy-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl)-carbamic acid tert-butyl esterYield 57%

Procedure

Following the procedure used to prepare {1-[4-(6-cyano-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 was reacted to give the title compound as a white solid (42 mg, 57%). LCMS (Method A): RT=4.84 min, [M+H]+=523.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-03ebc411ad39458ab7f970c5a1ce30de
Source dataset
uspto-grants-2013_10
Patent number
US08546376B2

Reaction notes

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