Hydrazine → tert-butyl N-{[3-(aminomethyl)pyridin-2-yl]methyl}carbamate

HRID 2080280ノート

反応式

HRID 2080280 の反応式
O=C1C2C(=CC=CC=2)C(=O)[N:3]1[CH2:12][C:13]1[C:14]([CH2:19][NH:20][C:21](=[O:27])[O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[N:15][CH:16]=[CH:17][CH:18]=1.NN>CO>[NH2:3][CH2:12][C:13]1[C:14]([CH2:19][NH:20][C:21](=[O:27])[O:22][C:23]([CH3:25])([CH3:24])[CH3:26])=[N:15][CH:16]=[CH:17][CH:18]=1

参加物

4

反応物 2

HCID 9321HydrazineHCID 57542644Tert-butyl (3-((1,3-dioxoisoindolin-2-yl)methyl)pyridin-2-yl)methylcarbamate

生成物 1

HCID 57542432tert-butyl N-{[3-(aminomethyl)pyridin-2-yl]methyl}carbamate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of tert-butyl (3-((1,3-dioxoisoindolin-2-yl)methyl)pyridin-2-yl)methylcarbamate (30 g, 81 mmol) in MeOH (450 mL) at 0° C. was added hydrazine (25 mL, 810 mmol). The mixture was allowed to warm to room temperature and stirred overnight. The precipitate was filtered off, and the filtrate was concentrated to dryness. The residue was triturated with dichloromethane (500 mL) and filtered. Concentration of the filtrate afforded tert-butyl (3-(aminomethyl)pyridin-2-yl)methylcarbamate in quantitative yield (18.7 g). LRMS (M+H+) m/z 238.1.

後処理

  1. filtrationThe precipitate was filtered off
  2. concentrationthe filtrate was concentrated to dryness
  3. customThe residue was triturated with dichloromethane (500 mL)
  4. filtrationfiltered

出典と根拠

ORDレコード
ord-652c3a20af0743c78eab1170eaf21642
出典データセット
uspto-grants-2011_04
特許番号
US07932270B2

反応ノート

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