Tetrahydrofuran → HCID 59589731、化合物

HRID 1971556ノート

反応式

HRID 1971556 の反応式
O1CCCC1.[Br:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14](=O)[CH:15]([N:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)[CH3:16])=[CH:9][CH:8]=1>CO>[Br:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][CH2:14][CH:15]([N:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)[CH3:16])=[CH:9][CH:8]=1

参加物

4

反応物 2

HCID 8028TetrahydrofuranHCID 13221932HCID 13221932、化合物

生成物 1

HCID 59589731HCID 59589731、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A 1M solution of BH3 in tetrahydrofuran (10 ml, 10 mmol) was added dropwise to N-(4-bromo-phenyl)-2-pyrrolidin-1-yl-propionamide (0.44 g, 1.48 mmol) and the solution was stirred overnight at reflux then subsequently hydrolysed by slow addition of excess of methanol and refluxing for a further 2 hours. The reaction mixture was loaded onto an SCX cartridge, which was washed with methanol and the product subsequently eluted with 2M ammonia in methanol. Removal of all solvents under rotary evaporation gave the desired product. Yield: 0.04 g, 10%. LCMS method: 2, RT: 3.07 min; MI: 283-285 [M+1].

後処理

  1. temperatureat reflux
  2. temperaturerefluxing for a further 2 hours
  3. washwas washed with methanol
  4. washthe product subsequently eluted with 2M ammonia in methanol
  5. customRemoval of all solvents
  6. customunder rotary evaporation

出典と根拠

ORDレコード
ord-c3bea0f527f04b348fb581fc72843625
出典データセット
uspto-grants-2013_04
特許番号
US08431596B2

反応ノート

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