Hydrazine hydrate (1:1) → tert-Butyl 4-aminomethyl-4-fluoropiperidine-1-carboxylate

HRID 2112549ノート

反応式

HRID 2112549 の反応式
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]([CH2:15][N:16]2C(=O)C3C(=CC=CC=3)C2=O)([F:14])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].O.NN>C(O)C>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][C:11]([CH2:15][NH2:16])([F:14])[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 53415317Tert-butyl 4-((1,3-dioxoisoindolin-2-yl)methyl)-4-fluoropiperidine-1-carboxylate

生成物 1

HCID 40152119tert-Butyl 4-aminomethyl-4-fluoropiperidine-1-carboxylate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

The 4-[(1,3-dioxoisoindolin-2-yl)methyl]-4-fluoropiperidinecarboxylic acid tert-butyl ester was dissolved in ethanol (200 mL), and then hydrazine monohydrate (10.0 mL) was added. After stirring at room temperature for 2 hours, the precipitated solid was filtered out and the filtrate was concentrated under reduced pressure. The obtained crudely purified product was further purified by silica gel column chromatography (5% MeOH/CH2Cl2) to obtain 4-(aminomethyl)-4-fluoropiperidinecarboxylic acid tert-butyl ester. The compound was identified by 1H-NMR. The yield was 3.23 g (76%).

後処理

  1. filtrationthe precipitated solid was filtered out
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe obtained crudely purified product
  4. customwas further purified by silica gel column chromatography (5% MeOH/CH2Cl2)

出典と根拠

ORDレコード
ord-3358ccc25ea64954a6cb22a8b49b684f
出典データセット
uspto-grants-2009_04
特許番号
US07524841B2

反応ノート

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