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Ammonium formate → (S)-1-(4-Amino-phenyl)-pyrrolidine-2-carboxylic acid dimethylamide

HRID 1441371
ノート
印刷プレビュー

反応式

HRID 1441371 の反応式
[CH3:1][N:2]([CH3:19])[C:3]([C@H:5]1[CH2:9][CH2:8][CH2:7][N:6]1[C:10]1[CH:15]=[CH:14][C:13]([N+:16]([O-])=O)=[CH:12][CH:11]=1)=[O:4].C([O-])=O.[NH4+]>CO.[Pd]>[CH3:1][N:2]([CH3:19])[C:3]([C@@H:5]1[CH2:9][CH2:8][CH2:7][N:6]1[C:10]1[CH:11]=[CH:12][C:13]([NH2:16])=[CH:14][CH:15]=1)=[O:4]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 2723923Ammonium formateHCID 68687436(R)-1-(4-Nitro-phenyl)-pyrrolidine-2-carboxylic acid dimethylamide

生成物 1

HCID 68686439(S)-1-(4-Amino-phenyl)-pyrrolidine-2-carboxylic acid dimethylamide収率 89%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

(R)-1-(4-Nitro-phenyl)-pyrrolidine-2-carboxylic acid dimethylamide (Method 52; 0.85 g) was dissolved in MeOH (50 ml), to this was added ammonium formate (1.0 g, 16 mmol) and palladium (0.1 g). The reaction was heated at reflux for 60 minutes (reaction decolourised). MeOH was removed in vacuo and saturated ammonium chloride (50 ml) was added. The system was extracted with DCM (2×100 ml), dried and solvent was removed in vacuo to yield the title compound as a brown gum (0.67 g, 87%). The product rapidly turned black on exposure to air. The product was used immediately without any purification.

後処理

  1. temperatureThe reaction was heated
  2. temperatureat reflux for 60 minutes
  3. custom(reaction decolourised)
  4. customMeOH was removed in vacuo and saturated ammonium chloride (50 ml)
  5. additionwas added
  6. extractionThe system was extracted with DCM (2×100 ml)
  7. customdried
  8. customsolvent was removed in vacuo

出典と根拠

ORDレコード
ord-5cf5cd81d2234098b6d116d22a01a340
出典データセット
uspto-grants-2010_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07655652B2

反応ノート

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