HCID 53262182, compound → HCID 53262513, compound

HRID 1509259Notes

Reaction equation

HRID 1509259 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(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][CH2:22][CH3:23])[C:19](=[O:25])[CH2:18][O:17][C:16]=4[N:26]=3)=[CH:10][CH:11]=2)[CH2:3][CH2:4][CH2:5]1

Participants

3

Reactant 2

HCID 53262182HCID 53262182, compoundHCID 123213827HCID 123213827, compound

Product 1

HCID 53262513HCID 53262513, 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 (40 mg, 0.078 mmol) was reacted to afford the title compound (16.5 mg). 1H NMR (500 MHz, CH3OD) 7.55 (1H, s), 7.41 (2H, d), 7.38 (2H, d), 7.32 (3H, m), 7.24 (2H, m), 4.96 (2H, s), 4.02 (2H, t), 2.73-2.78 (2H, m), 2.54-2.60 (2H, m), 2.20-2.28 (1H, m), 1.91-1.99 (1H, m), 1.71-1.79 (2H, m), 1.01 (3H, t). LCMS (Method D): RT=0.79 min, M+H+=414.2.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-f502f83ff55143e796721e2b9875ac49
Source dataset
uspto-grants-2015_12
Patent number
US09221838B2

Reaction notes

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