2-(4-(1-aminocyclobutyl)phenyl)-3-phenyl-7,8-dihydroquinolin-5(6H)-one → HCID 53261988, compound

HRID 1509123Notes

Reaction equation

HRID 1509123 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:57]4[CH:62]=[CH:61][CH:60]=[CH:59][CH:58]=4)=[CH:48][C:49]4[NH:54][C:53](=[O:55])[CH2:52][O:51][C:50]=4[N:56]=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:57]4[CH:62]=[CH:61][CH:60]=[CH:59][CH:58]=4)=[CH:48][C:49]4[NH:54][C:53](=[O:55])[CH2:52][O:51][C:50]=4[N:56]=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 67256382HCID 67256382, compound

Product 1

HCID 53261988HCID 53261988, compoundYield 95%

Procedure

Following the procedure for 2-(4-(1-aminocyclobutyl)phenyl)-3-phenyl-7,8-dihydroquinolin-5(6H)-one, tert-butyl(1-(4-(2-oxo-7-phenyl-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-6-yl)phenyl)cyclobutyl)carbamate (8 mg, 0.017 mmol) was reacted to afford the title compound (6 mg, 73%). LCMS (Method A): RT=3.59 min, M+1=373. 1H NMR (500 MHz, MeOD): 7.40 (2H, d), 7.37 (2H, d), 7.33 (1H, s), 7.32-7.28 (3H, m), 7.19-7.17 (2H, m), 4.93 (2H, s), 2.78-2.72 (2H, m), 2.60-2.54 (2H, m), 2.27-2.19 (1H, m), 2.00-1.91 (1H, m).

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-aa802b8ca8894b42a60809dee6064529
Source dataset
uspto-grants-2015_12
Patent number
US09221838B2

Reaction notes

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