HCID 86683571, Verbindung → 1-(6-(4-(1-aminocyclobutyl)phenyl)-7-phenyl-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-1-yl)ethanone

HRID 1509143Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1509143
[C:1]([N:4]1[CH2:9][CH2:8][O:7][C:6]2[N:10]=[C:11]([C:20]3[CH:25]=[CH:24][C:23]([C:26]4([NH:30]C(=O)OC(C)(C)C)[CH2:29][CH2:28][CH2:27]4)=[CH:22][CH:21]=3)[C:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[CH:13][C:5]1=2)(=[O:3])[CH3:2]>Cl.CCOCC>[NH2:30][C:26]1([C:23]2[CH:22]=[CH:21][C:20]([C:11]3[C:12]([C:14]4[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=4)=[CH:13][C:5]4[N:4]([C:1](=[O:3])[CH3:2])[CH2:9][CH2:8][O:7][C:6]=4[N:10]=3)=[CH:25][CH:24]=2)[CH2:27][CH2:28][CH2:29]1

Komponenten

4

Edukt 1

HCID 86683571HCID 86683571, Verbindung

Produkt 1

HCID 532620521-(6-(4-(1-aminocyclobutyl)phenyl)-7-phenyl-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-1-yl)ethanoneAusbeute 131,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

Tert-butyl (1-(4-(1-acetyl-7-phenyl-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-6-yl)phenyl)cyclobutyl)carbamate (20 mg, 0.04 mmol) was dissolved in 2M HCl in Et2O (1 ml). The resulting mixture was stirred overnight at room temperature and evaporated under reduced pressure. The deprotected compound was taken back twice into diethyl ether. The remaining solvent was removed under reduced pressure and dried to afford the title compound (21 mg, quantitative). LCMS (Method A): RT=3.87 min, M-16=383. 1H NMR (500 MHz, MeOD): 8.70 (1H, br s), 7.44-7.43 (4H,m), 7.30-7.28 (3H, m), 7.21-7.19 (2H, m), 4.63 (2H, t), 4.11 (2H, t), 2.75-2.70 (2H, m), 2.56-2.50 (2H, m), 2.42 (3H, s), 2.24-2.15 (1H, m), 1.97-1.88 (1H, m).

Aufarbeitung

  1. customevaporated under reduced pressure
  2. customThe remaining solvent was removed under reduced pressure
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-30825ec25b4546779e12d0b258977484
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09221838B2

Notizen zur Reaktion

Wird geladen…