{1-[4-(6-Fluoro-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester → (1-[4-(2,6-Dioxo-8-phenyl-3,6-dihydro-2H-chromeno[7,8-d]oxazol-7-yl)-phenyl]-cyclobutyl)-carbamic acid tert-butyl ester

HRID 1037373Notes

Reaction equation

HRID 1037373 reaction equation
[C:1]([O:5][C:6](=[O:36])[NH:7][C:8]1([C:12]2[CH:17]=[CH:16][C:15]([C:18]3[C:27](=[O:28])[C:26]4[C:21](=[CH:22][CH:23]=[C:24](F)[CH:25]=4)[O:20][C:19]=3[C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)=[CH:14][CH:13]=2)[CH2:11][CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].IC1C(=O)C2C=CC3[NH:48][C:49](=[O:52])[O:50]C=3C=2OC=1C1C=CC=CC=1>>[C:1]([O:5][C:6](=[O:36])[NH:7][C:8]1([C:12]2[CH:17]=[CH:16][C:15]([C:18]3[C:27](=[O:28])[C:26]4[CH:25]=[CH:24][C:23]5[NH:48][C:49](=[O:50])[O:52][C:22]=5[C:21]=4[O:20][C:19]=3[C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)=[CH:14][CH:13]=2)[CH2:11][CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2]

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 670678197-Iodo-8-phenyl-3H-chromeno[7,8-d]oxazole-2,6-dione

Product 1

HCID 67067764(1-[4-(2,6-Dioxo-8-phenyl-3,6-dihydro-2H-chromeno[7,8-d]oxazol-7-yl)-phenyl]-cyclobutyl)-carbamic acid tert-butyl esterYield 48%

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-iodo-8-phenyl-3H-chromeno[7,8-d]oxazole-2,6-dione was reacted to give the title compound as a yellow oil (66 mg, 48%). LCMS (Method G): RT=3.95, [M+H]+=525.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-19da7eada1c946068d4685707631a78e
Source dataset
uspto-grants-2013_10
Patent number
US08546376B2

Reaction notes

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