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Ammonium Chloride → tert-Butyl (S)-5-amino-3,4-dihydro-2H-pyrrole-2-carboxylate

HRID 1737851
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HRID 1737851 반응식
[C:1]([O:5][C:6]([C@H:8]1[N:12]=[C:11](SC)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH4+:15].[Cl-]>CO>[C:1]([O:5][C:6]([C@H:8]1[N:12]=[C:11]([NH2:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]
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참가 물질

4

반응물 2

HCID 25517Ammonium ChlorideHCID 53965507tert-Butyl (S)-5-(methylsulfanyl)-3,4-dihydro-2H-pyrrole-2-carboxylate

생성물 1

HCID 53795147tert-Butyl (S)-5-amino-3,4-dihydro-2H-pyrrole-2-carboxylate

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of (S)-2-methylsulfanyl-3,4-dihydro-5H-pyrrole-5-carboxylic acid t-butyl ester (0.42 g, 1.95 mmol) in 4.0 mL anhydrous MeOH was added anh NH4Cl (0.11 g, 2.05 mmol). The reaction mixture was heated to reflux for 2 h, concentrated in vacuo, and the residue was taken up in CH2C2. The white solids were filtered, and the filtrate was concentrated to provide (S)-2-amino-3,4-dihydro-5H-pyrrole-5carboxylic acid t-butyl ester.HCl (0.41 g, 94%) as a light yellow solid 1H NMR (CDCl3) δ 1.49 (s, 9H), 2.24 (m, 1H), 2.52 (m, 1H), 3.06-3.08 (m, 2H), 4.44 (m, 1H), 9.81-9.8 (m, 2H). MS calcd for C9H16N2O2 +H 185, found 185.

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 2 h
  3. concentrationconcentrated in vacuo
  4. filtrationThe white solids were filtered
  5. concentrationthe filtrate was concentrated

출처 및 근거

ORD 기록
ord-6af4239c47d8489887b4e1512427ce1c
출처 데이터셋
uspto-grants-1999_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05962487

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