2-(4-(1-aminocyclobutyl)phenyl)-3-phenyl-7,8-dihydroquinolin-5(6H)-one → HCID 53261992, compound

HRID 1509138Notes

Reaction equation

HRID 1509138 reaction equation
NC1(C2C=CC(C3C(C4C=CC=CC=4)=CC4C(=O)CCCC=4N=3)=CC=2)CCC1.C(OC(=O)[NH:35][C:36]1([C:40]2[CH:45]=[CH:44][C:43]([C:46]3[C:47]([C:60]4[CH:65]=[CH:64][CH:63]=[CH:62][CH:61]=4)=[CH:48][C:49]4[N:54]5[C:55](=[O:58])[NH:56][N:57]=[C:53]5[CH2:52][O:51][C:50]=4[N:59]=3)=[CH:42][CH:41]=2)[CH2:39][CH2:38][CH2:37]1)(C)(C)C>>[NH2:35][C:36]1([C:40]2[CH:41]=[CH:42][C:43]([C:46]3[C:47]([C:60]4[CH:61]=[CH:62][CH:63]=[CH:64][CH:65]=4)=[CH:48][C:49]4[N:54]5[C:55](=[O:58])[NH:56][N:57]=[C:53]5[CH2:52][O:51][C:50]=4[N:59]=3)=[CH:44][CH:45]=2)[CH2:39][CH2:38][CH2:37]1

Participants

3

Reactant 2

HCID 532617342-(4-(1-aminocyclobutyl)phenyl)-3-phenyl-7,8-dihydroquinolin-5(6H)-oneHCID 123386190HCID 123386190, compound

Product 1

HCID 53261992HCID 53261992, compoundYield 170.1%

Procedure

Following the procedure for 2-(4-(1-aminocyclobutyl)phenyl)-3-phenyl-7,8-dihydroquinolin-5(6H)-one, tert-butyl(1-(4-(1-oxo-8-phenyl-2,4-dihydro-1H-pyrido[2,3-b][1,2,4]triazolo[4,3-d][1,4]oxazin-7-yl)phenyl)cyclobutyl)carbamate (7 mg, 0.01 mmol) was reacted to afford the title compound (7 mg, quantitative). LCMS (Method A): RT=3.54 min, M+2H+=413. 1H NMR (500 MHz, MeOD): 8.56 (1H, s), 7.44 (2H, d), 7.38 (2H, d), 7.30-7.29 (3H, m), 7.23-7.21 (m, 2H), 5.41 (2H, s), 2.78-2.72 (m, 2H), 2.59-2.53 (m, 2H), 2.25-2.18 (m, 1H), 1.99-1.91 (m, 1H).

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-c91f3a260bf64d47a2cf0a79c0c78929
Source dataset
uspto-grants-2015_12
Patent number
US09221838B2

Reaction notes

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