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

HRID 635243

反応式

HRID 635243 の反応式
[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]

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-1df8f1d6d7564b018cbf5555f6925960
出典データセット
uspto-grants-2001_02
特許番号
US06187799B1

関連ノート

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