{1-[4-(6-Fluoro-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester → HCID 67067691, compound

HRID 1037174Notes

Reaction equation

HRID 1037174 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=[C:48]3[C:43]([O:44]CC[O:47]3)=CC=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]=[C:24]5[C:23]([O:44][CH2:43][CH2:48][O:47]5)=[CH:22][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 67067717HCID 67067717, compound

Product 1

HCID 67067691HCID 67067691, compoundYield 55%

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-6-phenyl-2,3-dihydro-1,4,5-trioxa-anthracen-8-one (91 mg, 0.225 mmol) was reacted to give the title compound (65 mg, 55%). 1H NMR (400 MHz, CDCl3): δ 7.72 (s, 1H), 7.43-7.14 (m, 9H), 7.00 (s, 1H), 5.03 (s, 1H), 4.43-4.30 (m, 4H), 2.64-2.43 (m, 4H), 2.14-1.98 (m, 1H), 1.91-1.63 (m, 1H), 1.50-1.14 (m, 9H).

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-7ea16d3913e64028af933bbff021b5e9
Source dataset
uspto-grants-2013_10
Patent number
US08546376B2

Reaction notes

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