3-[4-(1-Amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-one → HCID 51030883, compound

HRID 1037210Notes

Reaction equation

HRID 1037210 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]([F:59])=[C:53]([F:58])[CH:54]=4)[O:49][C:48]=3[C:60]3[CH:65]=[CH:64][CH:63]=[CH:62][CH:61]=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]([F:59])=[C:53]([F:58])[CH:54]=4)[O:49][C:48]=3[C:60]3[CH:65]=[CH:64][CH:63]=[CH:62][CH:61]=3)=[CH:45][CH:46]=2)[CH2:40][CH2:39][CH2:38]1

Participants

3

Reactant 2

HCID 510305983-[4-(1-Amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-oneHCID 67067806HCID 67067806, compound

Product 1

HCID 51030883HCID 51030883, compoundYield 92%

Procedure

Following the procedure used to prepare 3-[4-(1-amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-one, {1-[4-(6,7-difluoro-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 (67 mg, 92%). 1H NMR (400 MHz, DMSO-d6): δ 8.08-7.99 (m, 2H), 7.43-7.32 (m, 7H), 7.16-7.13 (m, 2H), 2.43-2.35 (m, 2H), 2.20-2.11 (m, 2H), 2.07-1.96 (m, 1H), 1.72-1.61 (m, 1H). LCMS (Method E): RT=3.75 min, [M+H]+=404.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-54e0e9f776bb429b8a20cc613d47495c
Source dataset
uspto-grants-2013_10
Patent number
US08546376B2

Reaction notes

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