3-[4-(1-Amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-one → HCID 51030792, compound
Reaction equation
NC1(C2C=CC(C3C(=O)C4C(=CC=C(F)C=4)OC=3C3C=CC=CC=3)=CC=2)CCC1.C(OC(=O)[NH:36][C:37]1([C:41]2[CH:46]=[CH:45][C:44]([C:47]3[C:56](=[O:57])[C:55]4[C:50](=[CH:51][C:52]([O:60][CH3:61])=[C:53]([O:58][CH3:59])[CH:54]=4)[O:49][C:48]=3[C:62]3[CH:67]=[CH:66][CH:65]=[CH:64][CH:63]=3)=[CH:43][CH:42]=2)[CH2:40][CH2:39][CH2:38]1)(C)(C)C>>[NH2:36][C:37]1([C:41]2[CH:42]=[CH:43][C:44]([C:47]3[C:56](=[O:57])[C:55]4[C:50](=[CH:51][C:52]([O:60][CH3:61])=[C:53]([O:58][CH3:59])[CH:54]=4)[O:49][C:48]=3[C:62]3[CH:63]=[CH:64][CH:65]=[CH:66][CH:67]=3)=[CH:45][CH:46]=2)[CH2:38][CH2:39][CH2:40]1Participants
3
Procedure
Following the procedure used to prepare 3-[4-(1-amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-one, {1-[4-(6,7-dimethoxy-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 (48 mg, 94%). 1H NMR (400 MHz, DMSO-d6): δ 7.42-7.29 (m, 9H), 7.13-7.09 (m, 2H), 3.93 (s, 3H), 3.88 (s, 3H), 2.40-2.33 (m, 2H), 2.11-2.02 (m, 2H), 2.02-1.95 (m, 1H), 1.69-1.60 (m, 1H). LCMS (Method F): RT=8.99 min, [M+H]+=428.
Workup
- customwas reacted
Sources & evidence
- ORD record
- ord-9c0885beb8da4ac8bf3613ce3146d32b
- Source dataset
- uspto-grants-2013_10
- Patent number
- US08546376B2
Reaction notes
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