3-[4-(1-Amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-one → HCID 51030691, compound

HRID 1037175Notes

Reaction equation

HRID 1037175 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:60](=[O:61])[C:59]4[CH:58]=[C:57]5[C:52]([O:53][CH2:54][CH2:55][O:56]5)=[CH:51][C:50]=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:60](=[O:61])[C:59]4[CH:58]=[C:57]5[C:52]([O:53][CH2:54][CH2:55][O:56]5)=[CH:51][C:50]=4[O:49][C:48]=3[C:62]3[CH:67]=[CH:66][CH:65]=[CH:64][CH:63]=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 67067691HCID 67067691, compound

Product 1

HCID 51030691HCID 51030691, compoundYield 51.2%

Procedure

Following the procedure used to prepare 3-[4-(1-amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-one, {1-[4-(8-oxo-6-phenyl-2,3-dihydro-8H-1,4,5-trioxa-anthracen-7-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester (65 mg, 0.124 mmol) was reacted to give the title compound (27 mg, 51%). LCMS (Method E): RT=3.62 min, [M+H]+=426. 1H NMR (400 MHz, DMSO-d6): δ 7.38 (s, 1H), 7.36-7.23 (m, 7H), 7.19 (s, 1H), 7.04 (d, J=8.6 Hz, 2H), 4.39-4.34 (m, 2H), 4.33-4.28 (m, 2H), 2.36-2.13 (m, 4H), 2.06-1.87 (m, 3H), 1.64-1.53 (m, 1H).

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-4bcca1d317f14090912741f07c25d0ae
Source dataset
uspto-grants-2013_10
Patent number
US08546376B2

Reaction notes

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