HCID 53261988, compound → HCID 53262117, compound

HRID 1509155Notes

Reaction equation

HRID 1509155 reaction equation
NC1(C2C=CC(C3C(C4C=CC=CC=4)=CC4NC(=O)COC=4N=3)=CC=2)CCC1.C(OC(=O)[NH:35][C:36]1([C:40]2[CH:45]=[CH:44][C:43]([C:46]3[C:47]([C:62]4[CH:67]=[CH:66][CH:65]=[CH:64][CH:63]=4)=[CH:48][C:49]4[N:54]([CH2:55][CH:56]5[CH2:59][CH2:58][CH2:57]5)[C:53](=[O:60])[CH2:52][O:51][C:50]=4[N:61]=3)=[CH:42][CH:41]=2)[CH2:39][CH2:38][CH2:37]1)(C)(C)C>>[NH2:35][C:36]1([C:40]2[CH:41]=[CH:42][C:43]([C:46]3[C:47]([C:62]4[CH:63]=[CH:64][CH:65]=[CH:66][CH:67]=4)=[CH:48][C:49]4[N:54]([CH2:55][CH:56]5[CH2:59][CH2:58][CH2:57]5)[C:53](=[O:60])[CH2:52][O:51][C:50]=4[N:61]=3)=[CH:44][CH:45]=2)[CH2:37][CH2:38][CH2:39]1

Participants

3

Reactant 2

HCID 53261988HCID 53261988, compoundHCID 123624249HCID 123624249, compound

Product 1

HCID 53262117HCID 53262117, compoundYield 97%

Procedure

Following the procedure for 14(1H-imidazol-2-yl)methyl)-6-(4-(1-aminocyclobutyl)phenyl)-7-phenyl-1H-pyrido[2,3-b][1,4]oxazin-2(3H)-one, tert-butyl(1-(4-(1-(cyclobutylmethyl)-2-oxo-7-phenyl-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-6-yl)phenyl)cyclobutyl)carbamate (8 mg, 0.02 mmol) was reacted to afford the title compound (8 mg, 97%). LCMS (Method A): RT=4.65 min, M-16=423. 1H NMR (500 MHz, MeOD): 7.56 (1H,s), 7.42-7.37 (4H,m), 7.32-7.30 (3H, m), 7.23-7.21 (2H, m), 4.97 (1H, s), 4.59 (2H, s), 4.14 (2H, d), 2.80-2.72 (3H, m), 2.59-2.53 (2H, m), 2.24-2.20 (1H, m), 2.10-2.06 (2H, m), 1.98-1.87 (5H, m).

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-74f44bcb56a445e39bc872b7be5c6fd8
Source dataset
uspto-grants-2015_12
Patent number
US09221838B2

Reaction notes

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