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

HRID 1037252Notes

Reaction equation

HRID 1037252 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].I[C:38]1[C:39](=[O:56])[C:40]2[C:41]([O:48][C:49]=1[C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1)=[C:42]([O:46][CH3:47])[N:43]=[CH:44][CH:45]=2>>[C:1]([O:5][C:6](=[O:36])[NH:7][C:8]1([C:12]2[CH:13]=[CH:14][C:15]([C:38]3[C:39](=[O:56])[C:40]4[C:41]([O:48][C:49]=3[C:50]3[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=3)=[C:42]([O:46][CH3:47])[N:43]=[CH:44][CH:45]=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 670677563-Iodo-8-methoxy-2-phenyl-pyrano[2,3-c]pyridin-4-one

Product 1

HCID 67067750(1-[4-(8-Methoxy-4-oxo-2-phenyl-4H-pyrano[2,3-c]pyridin-3-yl)-phenyl]-cyclobutyl)-carbamic acid tert-butyl esterYield 71%

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, 3-iodo-8-methoxy-2-phenyl-pyrano[2,3-c]pyridin-4-one was reacted to give the title compound (53.4 mg, 71%) as a white solid. LCMS (Method A): RT=4.91 min, [M+H]+=499.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-88716c4fab914f9a863e680e402b9e42
Source dataset
uspto-grants-2013_10
Patent number
US08546376B2

Reaction notes

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