Sodium Carbonate → HCID 46912801、化合物

HRID 1626572ノート

反応式

HRID 1626572 の反応式
Cl[C:2]1[N:3]=[C:4]([N:18]2[CH2:23][CH2:22][O:21][CH2:20][CH2:19]2)[C:5]2[CH2:10][N:9]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:8][C:6]=2[N:7]=1.[CH2:24]([NH:26][C:27](=[O:44])[NH:28][C:29]1[CH:34]=[CH:33][C:32](B2OC(C)(C)C(C)(C)O2)=[CH:31][CH:30]=1)[CH3:25].C([O-])([O-])=O.[Na+].[Na+]>COC1CCCC1.CCO.O>[CH2:24]([NH:26][C:27](=[O:44])[NH:28][C:29]1[CH:34]=[CH:33][C:32]([C:2]2[N:3]=[C:4]([N:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)[C:5]3[CH2:10][N:9]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:8][C:6]=3[N:7]=2)=[CH:31][CH:30]=1)[CH3:25]

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 44119377N-Ethyl-N'-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ureaHCID 71540665Tert-butyl 2-chloro-4-morpholino-5H-pyrrolo[3,4-D]pyrimidine-6(7H)-carboxylate2 回

生成物 1

HCID 46912801HCID 46912801、化合物収率 67%

試薬・触媒・溶媒 1

HCID 131731673CPME EtOH Water溶媒

反応条件

温度
130 °C

実験手順

To a solution of tert-butyl 2-chloro-4-morpholino-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate (intermediate 2) (300 mg, 0.88 mmol) and 4-(3-ethylureido)phenylboronic acid pinacol ester (281 mg, 0.97 mmol) in CPME/EtOH/H2O (7/2/3) (4.0 mL) was added Pd(PPh3)2(Cl)2 (31 mg, 0.04 mmol) and Na2CO3 (140 mg, 1.32 mmol). The reaction mixture was then heated by microwave at 130° C. for 0.5 h. The crude reaction mixture was then partitioned between water and EtOAc, the phases separated and the solvent removed in vacuo. The residue was purified by flash chromatography (0-40% EtOAc/Petroleum Ether 40-60) to yield an off-white solid (275 mg, 67%).

後処理

  1. customThe crude reaction mixture
  2. customwas then partitioned between water and EtOAc
  3. customthe phases separated
  4. customthe solvent removed in vacuo
  5. customThe residue was purified by flash chromatography (0-40% EtOAc/Petroleum Ether 40-60)

出典と根拠

ORDレコード
ord-fa4fea665caa4df599a9db83577ddf14
出典データセット
uspto-grants-2014_07
特許番号
US08785457B2

反応ノート

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