Hydrazine hydrate (1:1) → (R)-tert-butyl 3-((R)-1-(2-aminoethoxy)-1-(3-chlorophenyl)ethyl)piperidine-1-carboxylate

HRID 451717ノート

反応式

HRID 451717 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C@@:8]([C@@H:24]2[CH2:29][CH2:28][CH2:27][N:26]([C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[CH2:25]2)([O:10][CH2:11][CH2:12][N:13]2C(=O)C3C(=CC=CC=3)C2=O)[CH3:9])[CH:5]=[CH:6][CH:7]=1.O.NN>C(O)C>[NH2:13][CH2:12][CH2:11][O:10][C@:8]([C@@H:24]1[CH2:29][CH2:28][CH2:27][N:26]([C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[CH2:25]1)([C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=1)[CH3:9]

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 59201660(R)-tert-butyl 3-((R)-1-(3-chlorophenyl)-1-(2-(1,3-dioxoisoindolin-2-yl)ethoxy)ethyl)piperidine-1-carboxylate

生成物 1

HCID 59201396(R)-tert-butyl 3-((R)-1-(2-aminoethoxy)-1-(3-chlorophenyl)ethyl)piperidine-1-carboxylate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
100 °C

実験手順

A mixture of (R)-tert-butyl 3-((R)-1-(3-chlorophenyl)-1-(2-(1,3-dioxoisoindolin-2-yl)ethoxy)ethyl)piperidine-1-carboxylate (0.6792 g, 1.32 mmol) and hydrazine monohydrate (2.350 g) in ethanol (20 mL) was heated at 100° C. for 19 h and then cooled to rt. The precipitates were filtered off and washed with CH2Cl2. After the filtrate was evaporated under reduced pressure, the crude (R)-tert-butyl 3-((R)-1-(2-aminoethoxy)-1-(3-chlorophenyl)ethyl)piperidine-1-carboxylate (0.410 g, 81%) was used in the next step without further purification. MS ESI +ve m/z 385 (M+H).

後処理

  1. temperaturecooled to rt
  2. filtrationThe precipitates were filtered off
  3. washwashed with CH2Cl2
  4. customAfter the filtrate was evaporated under reduced pressure
  5. customthe crude (R)-tert-butyl 3-((R)-1-(2-aminoethoxy)-1-(3-chlorophenyl)ethyl)piperidine-1-carboxylate (0.410 g, 81%) was used in the next step without further purification

出典と根拠

ORDレコード
ord-648b1755894049958b3023899a263d96
出典データセット
uspto-grants-2013_07
特許番号
US08487108B2

反応ノート

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