(r/s)-3 (Tert-butoxycarbonylamino)-1-(4-vinyl-5-isoquinolinesulfonyl)pyrrolidine → (r/s)-3-(Tert-butoxycarbonylamino)-1-(4-ethyl-5-isoquinolinesulfonyl)pyrrolidine

HRID 1436035ノート

反応式

HRID 1436035 の反応式
[C:1]([O:5][C:6]([NH:8][CH:9]1[CH2:13][CH2:12][N:11]([S:14]([C:17]2[C:18]3[C:19]([CH:27]=[CH2:28])=[CH:20][N:21]=[CH:22][C:23]=3[CH:24]=[CH:25][CH:26]=2)(=[O:16])=[O:15])[CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pd]>[C:1]([O:5][C:6]([NH:8][CH:9]1[CH2:13][CH2:12][N:11]([S:14]([C:17]2[C:18]3[C:19]([CH2:27][CH3:28])=[CH:20][N:21]=[CH:22][C:23]=3[CH:24]=[CH:25][CH:26]=2)(=[O:16])=[O:15])[CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

参加物

4

反応物 1

HCID 67243428(r/s)-3 (Tert-butoxycarbonylamino)-1-(4-vinyl-5-isoquinolinesulfonyl)pyrrolidine

生成物 1

HCID 67243054(r/s)-3-(Tert-butoxycarbonylamino)-1-(4-ethyl-5-isoquinolinesulfonyl)pyrrolidine収率 161.7%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

A solution of Intermediate 6 (120 mg) obtained in Example 9, Step A in ethanol (2 ml) is added with 10% palladium/activated carbon (90 mg, Wako Pure Chemical Industries), and the mixture is stirred at room temperature for 72 hours under a hydrogen gas atmosphere. The atmosphere is replaced with nitrogen gas, and then the insoluble matters are removed by filtration through Celite. The solvent is evaporated under reduced pressure, and the residue is purified by silica gel chromatography (n-hexane:ethyl acetate=2:1) to obtain the title compound (195 mg (predictive yield)).

後処理

  1. customthe insoluble matters are removed by filtration through Celite
  2. customThe solvent is evaporated under reduced pressure
  3. customthe residue is purified by silica gel chromatography (n-hexane:ethyl acetate=2:1)

出典と根拠

ORDレコード
ord-22032a70912b48e7bbca183482fe9485
出典データセット
uspto-grants-2009_11
特許番号
US07618984B2

反応ノート

読み込み中…