Triethylamine → tert-butyl(1-(4-(1-(dimethylamino)-8-phenyl-4H-pyrido[2,3-b][1,2,4]triazolo[4,3-d][1,4]oxazin-7-yl)phenyl)cyclobutyl)carbamate

HRID 1509279노트

반응식

HRID 1509279 반응식
Br[C:2]1[N:6]2[C:7]3[CH:14]=[C:13]([C:15]4[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=4)[C:12]([C:21]4[CH:26]=[CH:25][C:24]([C:27]5([NH:31][C:32](=[O:38])[O:33][C:34]([CH3:37])([CH3:36])[CH3:35])[CH2:30][CH2:29][CH2:28]5)=[CH:23][CH:22]=4)=[N:11][C:8]=3[O:9][CH2:10][C:5]2=[N:4][N:3]=1.Cl.[CH3:40][NH:41][CH3:42].C(N(CC)CC)C>CN1C(=O)CCC1.C(Cl)Cl.O>[C:34]([O:33][C:32](=[O:38])[NH:31][C:27]1([C:24]2[CH:23]=[CH:22][C:21]([C:12]3[C:13]([C:15]4[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=4)=[CH:14][C:7]4[N:6]5[C:2]([N:41]([CH3:42])[CH3:40])=[N:3][N:4]=[C:5]5[CH2:10][O:9][C:8]=4[N:11]=3)=[CH:26][CH:25]=2)[CH2:28][CH2:29][CH2:30]1)([CH3:36])([CH3:37])[CH3:35]

참가 물질

7

반응물 3

HCID 8471TriethylamineHCID 10473Dimethylamine, hydrochlorideHCID 89541876HCID 89541876, 화합물

생성물 1

HCID 131734407tert-butyl(1-(4-(1-(dimethylamino)-8-phenyl-4H-pyrido[2,3-b][1,2,4]triazolo[4,3-d][1,4]oxazin-7-yl)phenyl)cyclobutyl)carbamate수율 20.9%

시약·촉매·용매 3

HCID 962Water용매HCID 6344Dichloromethane용매HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

A mixture of tert-butyl 1-(4-(1-bromo-8-phenyl-4H-pyrido[2,3-b][1,2,4]triazolo[4,3-d][1,4]oxazin-7-yl)phenyl)cyclobutylcarbamate (41 mg, 0.071 mmol), dimethylamine hydrochloride (58.2 mg, 0.714 mmol), and triethylamine (0.099 ml, 0.714 mmol) in NMP (1 ml) was heating at 130 degree for 50 min under microwave condition. The mixture was diluted with DCM (8 ml) and water (8 ml). The organic phase was washed with water (8 mlX3) and brine (5 ml). Concentrated and purified by column eluted with MeOH/DCM (0-4%) to give product (8 mg). 1H NMR (500 MHz, CDCl3) 8.15 (s, 1H), 7.15-7.34 (m, 9H), 5.51 (s, 2H), 5.01 (s, 1H), 2.95 (s, 6H), 2.4-2.5 (m, 4H), 2.0-2.15 (m, 1H), 1.75-1.85 (m, 1H), 1.2-1.35 (m, 9H).

후처리

  1. temperaturewas heating at 130 degree for 50 min under microwave condition
  2. washThe organic phase was washed with water (8 mlX3) and brine (5 ml)
  3. concentrationConcentrated
  4. custompurified by column
  5. washeluted with MeOH/DCM (0-4%)

출처 및 근거

ORD 기록
ord-c2a6de8a0a574d279b37f0388547a89b
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09221838B2

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