Methyl 1-methyl-4-nitro-1H-pyrazole-3-carboxylate → methyl 4-amino-1-methyl-1H-pyrazole-3-carboxylate

HRID 720685ノート

反応式

HRID 720685 の反応式
[CH3:1][O:2][C:3]([C:5]1[C:9]([N+:10]([O-])=O)=[CH:8][N:7]([CH3:13])[N:6]=1)=[O:4].[H][H]>[Pd].CO>[CH3:1][O:2][C:3]([C:5]1[C:9]([NH2:10])=[CH:8][N:7]([CH3:13])[N:6]=1)=[O:4]

参加物

5

反応物 2

HCID 54775322Methyl 1-methyl-4-nitro-1H-pyrazole-3-carboxylateHCID 178418361HCID 178418361、化合物

生成物 1

HCID 7017722methyl 4-amino-1-methyl-1H-pyrazole-3-carboxylate収率 96%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

A mixture of 1-methyl-4-nitro-1H-pyrazole-3-carboxylic acid methyl ester (500 mg, 2.7 mmol) and 10% palladium on carbon (50 mg) in methanol (25 mL) was subjected to 60 psi pressure of hydrogen gas in a Parr apparatus for 24 h. At this time, the reaction mixture was filtered through a pad of celite and washed with methanol. The filtrate was concentrated in vacuo to afford 4-amino-1-methyl-1H-pyrazole-3-carboxylic acid methyl ester (402 mg, 96%) as an off-white solid: 1H NMR (DMSO-d6, 300 MHz) δ7.10 (s, 1H), 4.65 (broad s, 2H), 3.73 (s, 3H), 3.72 (s, 3H).

後処理

  1. filtrationAt this time, the reaction mixture was filtered through a pad of celite
  2. washwashed with methanol
  3. concentrationThe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-d8cb0ed77f5740d5a4726e31e0966c3b
出典データセット
uspto-grants-2006_11
特許番号
US07135475B2

反応ノート

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