1-Iodopropane → HCID 123213827, compound

HRID 1509258Notes

Reaction equation

HRID 1509258 reaction equation
[C:1]([O:5][C:6](=[O:39])[NH:7][C:8]1([C:12]2[CH:17]=[CH:16][C:15]([C:18]3[C:19]([C:33]4[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=4)=[CH:20][C:21]4[N:26]([CH2:27][CH2:28][C:29]#N)[C:25](=[O:31])[CH2:24][O:23][C:22]=4[N:32]=3)=[CH:14][CH:13]=2)[CH2:11][CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].O=C1COC2N=C(C3C=CC(C4(NC(=O)OC(C)(C)C)CCC4)=CC=3)C(C3C=CC=CC=3)=CC=2N1.ICCC>>[C:1]([O:5][C:6](=[O:39])[NH:7][C:8]1([C:12]2[CH:13]=[CH:14][C:15]([C:18]3[C:19]([C:33]4[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=4)=[CH:20][C:21]4[N:26]([CH2:27][CH2:28][CH3:29])[C:25](=[O:31])[CH2:24][O:23][C:22]=4[N:32]=3)=[CH:16][CH:17]=2)[CH2:9][CH2:10][CH2:11]1)([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 3

HCID 336431-IodopropaneHCID 67256382HCID 67256382, compoundHCID 123769430HCID 123769430, compound

Product 1

HCID 123213827HCID 123213827, compound

Procedure

Following the procedure for tert-butyl(1-(4-(1-(2-cyanoethyl)-2-oxo-7-phenyl-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-6-yl)phenyl)cyclobutyl)carbamate, tert-butyl 1-(4-(2-oxo-7-phenyl-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-6-yl)phenyl)cyclobutylcarbamate (60 mg, 0.127 mmol) was reacted with 1-iodopropane (32.4 mg, 0.191 mmol) to afford the title compound (43 mg. 1H NMR (500 MHz, CD3OD): 7.53 (1H, s), 7.21-7.32 (9H, m), 4.94 (2H, s), 4.02 (2H, t), 2.44-2.47 (4H, m), 2.05-2.10 (1H, m), 1.85-1.87 (1H, m), 1.73-1.77 (2H, m), 1.02-1.48 (9H, br), 1.01 (3H, t).

Sources & evidence

ORD record
ord-572d46f30d1b45f6b4aa776748447376
Source dataset
uspto-grants-2015_12
Patent number
US09221838B2

Reaction notes

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