Hydrochloric Acid → HCID 57980031、化合物

HRID 1867811ノート

反応式

HRID 1867811 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([N:18]3[CH2:22][CH2:21][CH2:20][C@H:19]3[CH2:23][N:24]3[CH2:28][CH2:27][CH2:26][CH2:25]3)=[O:17])=[CH:12][CH:11]=2)=[CH:6][CH:5]=1)([O-])=O.O.O.Cl[Sn]Cl.Cl>CCO>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[CH:12][C:13]([C:16]([N:18]3[CH2:22][CH2:21][CH2:20][C@H:19]3[CH2:23][N:24]3[CH2:25][CH2:26][CH2:27][CH2:28]3)=[O:17])=[CH:14][CH:15]=2)=[CH:6][CH:5]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 61436Stannous chloride dihydrateHCID 57980075HCID 57980075、化合物

生成物 1

HCID 57980031HCID 57980031、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
60 °C

実験手順

Procedure OO: 160 mg of (4′-Nitro-biphenyl-4-yl)-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone (0.43 mmol) is put into the solution of 485 mg of SnCl2.2H2O (2.15 mmol) in 1.0 ml of EtOH. 1.0 ml of conc. HCl is added to the mixture and heated at 60° C. for 30 min. EtOH is removed in vacuo and the solution is made it to pH=12.0 by aqueous NaOH. This mixture is extracted with dichloromethane, dried over Na2SO4 and evaporated. The crude product is applied to SCX column and washed by MeOH and the desired product is eluted with 2M NH3 in MeOH. The elution is concentrated and applied to silica-gel column chromatography (CH2Cl2:2M NH3 in MeOH=20:1) to give the title compound. 77 mg (51%) Observed mass; 350 (M+1)

後処理

  1. customEtOH is removed in vacuo
  2. extractionThis mixture is extracted with dichloromethane
  3. dry with materialdried over Na2SO4
  4. customevaporated
  5. washwashed by MeOH
  6. washthe desired product is eluted with 2M NH3 in MeOH
  7. washThe elution
  8. concentrationis concentrated

出典と根拠

ORDレコード
ord-dde131494d77491ebe1b5fcc25d9320b
出典データセット
uspto-grants-2009_12
特許番号
US07632857B2

反応ノート

読み込み中…