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Acetic Acid → 3-(Pyrrolidine-1-sulfonyl)propan-1-amine

HRID 1371392
ノート
印刷プレビュー

反応式

HRID 1371392 の反応式
[N:1]1([S:6]([CH2:9][CH2:10][CH2:11][N:12]2C(=O)C3C(=CC=CC=3)C2=O)(=[O:8])=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.[BH4-].[Na+].C(O)(=O)C>C(O)(C)C.O.CO>[N:1]1([S:6]([CH2:9][CH2:10][CH2:11][NH2:12])(=[O:7])=[O:8])[CH2:2][CH2:3][CH2:4][CH2:5]1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

HCID 176Acetic AcidHCID 4311764Sodium borohydrideHCID 230892282-[3-(pyrrolidin-1-ylsulfonyl)propyl]-1H-isoindole-1,3(2H)-dione

生成物 1

HCID 133434513-(Pyrrolidine-1-sulfonyl)propan-1-amine収率 32.6%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water
溶媒
HCID 3776Isopropanol溶媒

実験手順

A solution of Intermediate 27 (0.139 g) in isopropanol (7.6 ml) and water (1.3 ml) was treated with sodium borohydride (0.081 g), and the mixture was stirred at room temperature under nitrogen for 19 h. Glacial acetic acid (0.45 ml) was added cautiously and the mixture heated at 80° C. for 2 h. The solvents were evaporated in vacuo to give a white solid, which was dissolved in methanol and applied to a sulphonic acid ion exchange cartridge (10 g Isolute SCX). Elution with methanol followed by 10% 0.880 ammonia in methanol, and evaporation of the ammonia/methanol fraction gave the title compound as a white solid (0.027 g).

後処理

  1. temperaturethe mixture heated at 80° C. for 2 h
  2. customThe solvents were evaporated in vacuo
  3. customto give a white solid, which
  4. washElution with methanol
  5. customfollowed by 10% 0.880 ammonia in methanol, and evaporation of the ammonia/methanol fraction

出典と根拠

ORDレコード
ord-d83d1de77f0042618b25a3213cabc5a7
出典データセット
uspto-grants-2007_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07157457B2

反応ノート

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