HCID 53262182, compound → HCID 53261686, compound

HRID 1509252Notes

Reaction equation

HRID 1509252 reaction equation
[NH2:1][C:2]1([C:6]2[CH:11]=[CH:10][C:9]([C:12]3[C:13]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)=[CH:14][C:15]4[N:20]([CH2:21][CH2:22][C:23]#N)[C:19](=[O:25])[CH2:18][O:17][C:16]=4[N:26]=3)=[CH:8][CH:7]=2)[CH2:5][CH2:4][CH2:3]1.[C:33](OC(=O)NC1(C2C=CC(C3C(C4C=CC=CC=4)=CC4N(CCC)C(=O)COC=4N=3)=CC=2)CCC1)(C)(C)C>>[NH2:1][C:2]1([C:6]2[CH:7]=[CH:8][C:9]([C:12]3[C:13]([C:27]4[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=4)=[CH:14][C:15]4[N:20]([CH2:21][CH:22]([CH3:33])[CH3:23])[C:19](=[O:25])[CH2:18][O:17][C:16]=4[N:26]=3)=[CH:10][CH:11]=2)[CH2:5][CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 53262182HCID 53262182, compoundHCID 123213827HCID 123213827, compound

Product 1

HCID 53261686HCID 53261686, compound

Procedure

Following the procedure for 3-(6-(4-(1-aminocyclobutyl)phenyl)-2-oxo-7-phenyl-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-1-yl)propanenitrile, tert-butyl(1-(4-(2-oxo-7-phenyl-1-propyl-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-6-yl)phenyl)cyclobutyl)carbamate (50 mg, 0.078 mmol) was reacted to afford the title compound (34.5 mg). 1H NMR (500 MHz, CH3OD) 7.57 (1H, s), 7.38-7.42 (4H, m), 7.30-32 (3H, m), 7.21-7.2 (2H, m), 4.97 (2H, s), 3.92 (2H, d), 2.73-2.79 (2H, m), 2.54-2.60 (2H, m), 2.22-2.25 (1H, m), 2.13-2.16 (1H, m), 1.95-1.99 (1H, m), 1.0 (6H, d). LCMS (method D) RT: 0.93, M+H+=428.2.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-cfa21be7464f4e7ebe016d0bce9674bc
Source dataset
uspto-grants-2015_12
Patent number
US09221838B2

Reaction notes

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