HCID 53262182, compound → HCID 53262242, compound

HRID 1509197Notes

Reaction equation

HRID 1509197 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](CCC#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]([O:37]C(=O)NC1(C2C=CC(C3C(C4C=CC=CC=4)=CC4N(CCCCC#N)C(=O)COC=4N=3)=CC=2)CCC1)(C)(C)[CH3:34]>>[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[NH:20][C:19](=[O:25])[CH:18]([CH2:34][CH2:33][OH:37])[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 123705666HCID 123705666, compound

Product 1

HCID 53262242HCID 53262242, 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-(1-(4-cyanobutyl)-2-oxo-7-phenyl-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-6-yl)phenyl)cyclobutyl)carbamate (15 mg, 0.029 mmol) was reacted to afford the title compound (8.5 mg). 1H NMR (500 MHz, CD3OD): 7.28-7.42 (m, 8H), 7.18 (m, 2H), 5.08 (dd, 1H), 3.84-3.93 (m, 2H), 2.73-2.79 (m, 2H), 2.55-2.61 (m, 2H), 2.25-2.29 (m, 2H), 2.15-2.24 (m, 1H), 1.95-1.97 (m, 1H). LCMS (Method A): RT=3.49 min, M+H+=416.18.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-28565699593b459dadccdfd76136c60e
Source dataset
uspto-grants-2015_12
Patent number
US09221838B2

Reaction notes

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