Sodium Hydroxide → HCID 67225632、化合物

HRID 1043092ノート

反応式

HRID 1043092 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[C:14](=O)[CH3:15])=[CH:4][CH:3]=1.[N:17]1([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1.[BH3-]C#N.[Na+].[OH-].[Na+]>ClCCl.CO.[Ti](Cl)(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[CH:14]([N:20]2[CH2:19][CH2:18][N:17]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:22][CH2:21]2)[CH3:15])=[CH:4][CH:3]=1

参加物

8

反応物 4

HCID 14798Sodium HydroxideHCID 143452tert-Butyl piperazine-1-carboxylateHCID 5003444Sodium cyanoborohydrideHCID 201001921-(4'-Chloro-[1,1'-biphenyl]-2-yl)ethanone

生成物 1

HCID 67225632HCID 67225632、化合物

試薬・触媒・溶媒 3

HCID 24193Titanium Tetrachloride触媒HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

A mixture of EXAMPLE 110A (1.9 g) in dichloromethane (3 mL) was treated with 1M titanium(IV) chloride in dichloromethane (9.06 mL), cooled to 0° C., treated with tert-butyl piperazine-1-carboxylate (3.07 g), stirred at ambient temperature for 3 hours, treated with NaCNBH3 (0.828 g) in methanol (5 ml), stirred at room temperature overnight, neutralized with aqueous NaOH and concentrated. The concentrate was treated with ethyl acetate and filtered. The organic filtrate was washed with water and concentrated. The concentrate was dissolved in methanol/trifluoroacetic acid/dimethylsulfoxide, loaded onto a reverse phase C18 column and eluted with 0-80% acetonitrile in 0.1% trifluoroacetic acid water over 70 minutes.

後処理

  1. stirringstirred at room temperature overnight
  2. concentrationconcentrated
  3. additionThe concentrate was treated with ethyl acetate
  4. filtrationfiltered
  5. washThe organic filtrate was washed with water
  6. concentrationconcentrated
  7. dissolutionThe concentrate was dissolved in methanol/trifluoroacetic acid/dimethylsulfoxide
  8. washeluted with 0-80% acetonitrile in 0.1% trifluoroacetic acid water over 70 minutes

出典と根拠

ORDレコード
ord-44ae91ba6fbe4f8ca46ab94a65af50fc
出典データセット
uspto-grants-2013_10
特許番号
US08557983B2

反応ノート

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