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 1509279ノート

反応式

HRID 1509279 の反応式
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]

参加物

7

反応物 3

HCID 8471TriethylamineHCID 10473Dimethylamine, hydrochlorideHCID 89541876HCID 89541876、化合物

生成物 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)carbamate収率 20.9%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6344Dichloromethane溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

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).

後処理

  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%)

出典と根拠

ORDレコード
ord-c2a6de8a0a574d279b37f0388547a89b
出典データセット
uspto-grants-2015_12
特許番号
US09221838B2

反応ノート

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