6-FLUORO-3-IODO-2-PHENYLCHROMEN-4-ONE → 7-[4-(1-Amino-cyclobutyl)-phenyl]-8-phenyl-1H-9-oxa-1,2-diaza-cyclopenta[a]naphthalen-6-one

HRID 1037289Notes

Reaction equation

HRID 1037289 reaction equation
CN(C)S([N:6]1[C:10]2=[C:11]3[C:16](=[CH:17][CH:18]=[C:9]2[CH:8]=[N:7]1)[C:15](=[O:19])[C:14](I)=[C:13]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[O:12]3)(=O)=O.FC1C=[C:31]2C(=CC=1)O[C:34]([C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)=[C:33](I)[C:32]2=O.C[N:48](C)S(N1C2C(=CC=C(C(=O)C#CC3C=CC=CC=3)C=2OC)C=N1)(=O)=O>>[NH2:48][C:34]1([C:39]2[CH:40]=[CH:41][C:42]([C:14]3[C:15](=[O:19])[C:16]4[C:11]([O:12][C:13]=3[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[C:10]3[NH:6][N:7]=[CH:8][C:9]3=[CH:18][CH:17]=4)=[CH:43][CH:44]=2)[CH2:31][CH2:32][CH2:33]1

Participants

4

Reactant 3

HCID 115234696-FLUORO-3-IODO-2-PHENYLCHROMEN-4-ONEHCID 67067758HCID 67067758, compoundHCID 670678327-Iodo-6-oxo-8-phenyl-6H-9-oxa-1,2-diaza-cyclopenta[a]naphthalene-1-sulfonic acid dimethylamide

Product 1

HCID 510299497-[4-(1-Amino-cyclobutyl)-phenyl]-8-phenyl-1H-9-oxa-1,2-diaza-cyclopenta[a]naphthalen-6-oneYield 82%

Procedure

7-Iodo-6-oxo-8-phenyl-6H-9-oxa-1,2-diaza-cyclopenta[a]naphthalene-1-sulfonic acid dimethylamide Following the procedure used to prepare 6-fluoro-3-iodo-2-phenyl-chromen-4-one, 7-methoxy-6-(3-phenyl-propynoyl)-indazole-1-sulfonic acid dimethylamide was reacted to give the title compound as a tan solid (173 mg, 82%). LCMS (Method B): RT=4.42 min, [M+H]+=496.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-7cbb55b3d137480380718870697473c0
Source dataset
uspto-grants-2013_10
Patent number
US08546376B2

Reaction notes

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