HCID 53262182, compound → HCID 53262237, compound

HRID 1509184Notes

Reaction equation

HRID 1509184 reaction equation
NC1(C2C=CC(C3C(C4C=CC=CC=4)=CC4N(CCC#N)C(=O)COC=4N=3)=CC=2)CCC1.C(OC(=O)[NH:39][C:40]1([C:44]2[CH:49]=[CH:48][C:47]([C:50]3[C:51]([C:66]4[CH:71]=[CH:70][CH:69]=[CH:68][CH:67]=4)=[CH:52][C:53]4[N:58]([CH2:59][CH2:60][CH2:61][C:62]#[N:63])[C:57](=[O:64])[CH2:56][O:55][C:54]=4[N:65]=3)=[CH:46][CH:45]=2)[CH2:43][CH2:42][CH2:41]1)(C)(C)C>>[NH2:39][C:40]1([C:44]2[CH:45]=[CH:46][C:47]([C:50]3[C:51]([C:66]4[CH:67]=[CH:68][CH:69]=[CH:70][CH:71]=4)=[CH:52][C:53]4[N:58]([CH2:59][CH2:60][CH2:61][C:62]#[N:63])[C:57](=[O:64])[CH2:56][O:55][C:54]=4[N:65]=3)=[CH:48][CH:49]=2)[CH2:43][CH2:42][CH2:41]1

Participants

3

Reactant 2

HCID 53262182HCID 53262182, compoundHCID 123768507HCID 123768507, compound

Product 1

HCID 53262237HCID 53262237, compoundYield 98.2%

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-(3-cyanopropyl)-2-oxo-7-phenyl-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-6-yl)phenyl)cyclobutyl)carbamate (35 mg, 0.065 mmol) was reacted to afford the title compound (28 mg). 1H NMR (500 MHz, CH3OD) 7.62 (1H, s), 7.41 (2H, d), 7.39 (2H, d), 7.3 (3H, m), 7.25 (2H, m), 4.98 (2H, s), 4.19 (2H, t), 2.73-2.79 (2H, m), 2.55-2.61 (4H, m), 2.22-2.25 (1H, m), 2.10-2.25 (2H, m), 1.95-1.99 (1H, m). LCMS (Method A): RT=4.01 min, M+H+=440.2.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-307d518d986846a5845f869a642a7b9a
Source dataset
uspto-grants-2015_12
Patent number
US09221838B2

Reaction notes

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