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

HRID 1509143노트

반응식

HRID 1509143 반응식
[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

참가 물질

4

반응물 1

HCID 86683571HCID 86683571, 화합물

생성물 1

HCID 532620521-(6-(4-(1-aminocyclobutyl)phenyl)-7-phenyl-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-1-yl)ethanone수율 131.4%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 3283Diethyl Ether용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-30825ec25b4546779e12d0b258977484
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09221838B2

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