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

HRID 2080280노트

반응식

HRID 2080280 반응식
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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-652c3a20af0743c78eab1170eaf21642
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07932270B2

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