Water → Hexahydro-2-(phenylmethyl)-1H-pyrrolo[3,4-c]pyridine-1,3(2H)-dione

HRID 712466ノート

反応式

HRID 712466 の反応式
[CH2:1]([N:8]1[C:16](=[O:17])[C:15]2[CH:14]=[CH:13][N:12]=[CH:11][C:10]=2[C:9]1=[O:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O>COCCO.[Pd]>[CH2:1]([N:8]1[C:16](=[O:17])[CH:15]2[CH:10]([CH2:11][NH:12][CH2:13][CH2:14]2)[C:9]1=[O:18])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 2

HCID 962WaterHCID 711901HCID 711901、化合物

生成物 1

HCID 22646963Hexahydro-2-(phenylmethyl)-1H-pyrrolo[3,4-c]pyridine-1,3(2H)-dione収率 61.3%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 80192-Methoxyethanol溶媒

反応条件

温度
35 °C

実験手順

To a solution of 2-benzyl-1H-pyrrolo[3,4-c]pyridine-1,3(2H)-dione (3.50 g) in glycol monomethyl ether was added a catalytic amount of 10% Pd/C. The suspension was heated to 35° C. and stirred for 6 h under H2, then cooled to rt, poured into 100 mL of water and extracted with CH2Cl2 (70 mL×3). The combined organic phases were dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated in vacuo to give the title compound as yellow oil (2.20 g, 60%). The crude product was used for the next step without further purification. The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 245.2 (M+1).

後処理

  1. temperaturecooled to rt
  2. extractionextracted with CH2Cl2 (70 mL×3)
  3. dry with materialThe combined organic phases were dried over anhydrous Na2SO4
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-15a8107a0aed42029b5d2c0dccb14121
出典データセット
uspto-grants-2015_11
特許番号
US09181277B2

反応ノート

読み込み中…