m-Chloroperbenzoic acid → HCID 178504620、化合物

HRID 1809687ノート

反応式

HRID 1809687 の反応式
C1C=C(Cl)C=C(C(OO)=[O:9])C=1.[C:12]([O:16][C:17]([N:19]1[CH2:24][CH2:23][CH:22]([CH2:25][NH:26][C:27]2[N:32]=[C:31]3[NH:33][N:34]=[C:35]([C:36]4[CH:41]=[CH:40][N:39]=[C:38]([S:42][CH3:43])[N:37]=4)[C:30]3=[CH:29][N:28]=2)[CH2:21][CH2:20]1)=[O:18])([CH3:15])([CH3:14])[CH3:13]>ClCCl.CO>[C:12]([O:16][C:17]([N:19]1[CH2:24][CH2:23][CH:22]([CH2:25][NH:26][C:27]2[N:32]=[C:31]3[NH:33][N:34]=[C:35]([C:36]4[CH:41]=[CH:40][N:39]=[C:38]([S:42]([CH3:43])=[O:9])[N:37]=4)[C:30]3=[CH:29][N:28]=2)[CH2:21][CH2:20]1)=[O:18])([CH3:15])([CH3:14])[CH3:13]

参加物

5

反応物 2

HCID 70297m-Chloroperbenzoic acidHCID 1785034334-{[3-(2-methylsulfanyl-pyrimidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino]-methyl}-piperidine-1-carboxylic acid tert-butyl ester

生成物 1

HCID 178504620HCID 178504620、化合物

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒

実験手順

m-CPBA (339 mg, 1.98 mmol) was added slowly to a solution of 4-{[3-(2-methylsulfanyl-pyrimidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino]-methyl}-piperidine-1-carboxylic acid tert-butyl ester (from Example 14 supra) (450 mg, 0.99 mmol) in a mixture of dichloromethane and methanol (80 mL, 1:1). The reaction mixture was stirred at room temperature for 20 minutes. The solvent was then removed under reduced pressure and the solid was purified by column chromatography (silica gel, 15 g, 200-300 mesh, eluting with dichloromethane:methanol, 50:1 to 30:1) to afford 4-{[3-(2-methanesulfinyl-pyrimidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino]-methyl}-piperidine-1-carboxylic acid tert-butyl ester. (Yield 150 mg, 32.3%).

後処理

  1. customThe solvent was then removed under reduced pressure
  2. customthe solid was purified by column chromatography (silica gel, 15 g, 200-300 mesh, eluting with dichloromethane:methanol, 50:1 to 30:1)

出典と根拠

ORDレコード
ord-235e434a973a461a8ebe829e42e4d561
出典データセット
uspto-grants-2013_01
特許番号
US08362023B2

反応ノート

読み込み中…