3-[4-(1-Amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-one → HCID 51030599, compound

HRID 1037158Notes

Reaction equation

HRID 1037158 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](=[C:51]([F:58])[CH:52]=[CH:53][CH:54]=4)[O:49][C:48]=3[C:59]3[CH:64]=[CH:63][CH:62]=[CH:61][CH:60]=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](=[C:51]([F:58])[CH:52]=[CH:53][CH:54]=4)[O:49][C:48]=3[C:59]3[CH:64]=[CH:63][CH:62]=[CH:61][CH:60]=3)=[CH:45][CH:46]=2)[CH2:38][CH2:39][CH2:40]1

Participants

3

Reactant 2

HCID 510305983-[4-(1-Amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-oneHCID 67067744HCID 67067744, compound

Product 1

HCID 51030599HCID 51030599, compoundYield 79.3%

Procedure

Following the procedure used to prepare 3-[4-(1-amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-one, {1-[4-(8-fluoro-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester (35 mg, 0.072 mmol) was reacted to give the title compound (22 mg, 79%). LCMS (Method F): RT=9.24 min, [M+H]+=386. 1H NMR (400 MHz, CDCl3): δ 8.01 (d, J=8.6 Hz, 1H), 7.49-7.29 (m, 7H), 7.26 (d, J=8.1 Hz, 2H), 7.17 (d, J=8.1 Hz, 2H), 2.58-2.48 (m, 2H), 2.24-1.97 (m, 3H), 1.79-1.68 (m, 1H).

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-153de8adf38d4a59ae32093ad3359014
Source dataset
uspto-grants-2013_10
Patent number
US08546376B2

Reaction notes

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