methyl 5-tert-butyl-3-nitro-1H-pyrrole-2-carboxylate → methyl 3-amino-5-(tert-butyl)-1H-pyrrole-2-carboxylate

HRID 635243

반응식

HRID 635243 반응식
[CH3:1][O:2][C:3]([C:5]1[NH:6][C:7]([C:13]([CH3:16])([CH3:15])[CH3:14])=[CH:8][C:9]=1[N+:10]([O-])=O)=[O:4]>CO.[Pd]>[NH2:10][C:9]1[CH:8]=[C:7]([C:13]([CH3:16])([CH3:14])[CH3:15])[NH:6][C:5]=1[C:3]([O:2][CH3:1])=[O:4]

참가 물질

4

반응물 1

HCID 18322358methyl 5-tert-butyl-3-nitro-1H-pyrrole-2-carboxylate

생성물 1

HCID 18322367methyl 3-amino-5-(tert-butyl)-1H-pyrrole-2-carboxylate

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

A Parr hydrogenation bottle fitted with a 16×100 mm disposable glass culture tube is charged with methyl-5-t-butyl-3-nitropyrrole-2-carboxylate (14 mg, 0.062 mmol) in dry methanol (1 mL) and Pd (10% on carbon, 3 mg). The reaction is successively evacuated and purged with H2 gas three times. The reaction mixture is then shaken under an atmosphere of H2 (35 psi) for 1 h, diluted with dichloromethane and filtered through celite. The filtrate is concentrated in vacuo to give methyl 3-amino-5-t-butylpyrrole-2-carboxylate as a bright yellow oil (100%, crude yield). 1H NMR (CDCl3) d 7.89 (br s, 2H), 5.52 (d, 1H, J=2.8 Hz), 3.82 (s, 3H), 1.26 (s, 9H).

후처리

  1. customA Parr hydrogenation bottle fitted with a 16×100 mm disposable glass culture tube
  2. customThe reaction is successively evacuated
  3. custompurged with H2 gas three times
  4. additiondiluted with dichloromethane
  5. filtrationfiltered through celite
  6. concentrationThe filtrate is concentrated in vacuo
  7. customto give

출처 및 근거

ORD 기록
ord-1df8f1d6d7564b018cbf5555f6925960
출처 데이터셋
uspto-grants-2001_02
특허 번호
US06187799B1

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