HCID 53262182, compound → HCID 86683616, compound

HRID 1509222Notes

Reaction equation

HRID 1509222 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:63]4[CH:68]=[CH:67][CH:66]=[CH:65][CH:64]=4)=[CH:52][C:53]4[N:58]([CH3:59])[C:57](=O)[CH:56]([CH3:61])[O:55][C:54]=4[N:62]=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:63]4[CH:64]=[CH:65][CH:66]=[CH:67][CH:68]=4)=[CH:52][C:53]4[N:58]([CH3:59])[CH:57]=[C:56]([CH3:61])[O:55][C:54]=4[N:62]=3)=[CH:48][CH:49]=2)[CH2:41][CH2:42][CH2:43]1

Participants

3

Reactant 2

HCID 53262182HCID 53262182, compoundHCID 123850497HCID 123850497, compound

Product 1

HCID 86683616HCID 86683616, compoundYield 112.5%

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-dimethyl-2-oxo-7-phenyl-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-6-yl)phenyl)cyclobutyl)carbamate (40 mg, 0.08 mmol) was reacted to afford the title compound (34.5 mg). 1H NMR (500 MHz, CH3OD) 7.56 (s, 1H), 7.42 (d, 2H), 7.38 (d,2H), 7.31 (m, 3H), 7.24 (m, 2H), 5.06 (q, 1H), 3.44 (s, 3H), 2.73-2.77 (m, 2H), 2.53-2.59 (m, 2H), 2.20-2.26 (m, 1H), 1.95-1.97 (m, 1H), 1.67 (d, 3H). LCMS (Method D): RT=0.85 min, M+H+=400.2.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-8740d51edbc34daa9b24559c289a4e3d
Source dataset
uspto-grants-2015_12
Patent number
US09221838B2

Reaction notes

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