Nitrogen → 5-(4-Amino-pyrazol-1-ylmethyl)-furan-2-carboxylic acid methyl ester

HRID 2064911

反応式

HRID 2064911 の反応式
N#N.[CH3:3][O:4][C:5]([C:7]1[O:8][C:9]([CH2:12][N:13]2[CH:17]=[C:16]([N+:18]([O-])=O)[CH:15]=[N:14]2)=[CH:10][CH:11]=1)=[O:6]>CO.[Pd]>[CH3:3][O:4][C:5]([C:7]1[O:8][C:9]([CH2:12][N:13]2[CH:17]=[C:16]([NH2:18])[CH:15]=[N:14]2)=[CH:10][CH:11]=1)=[O:6]

参加物

5

反応物 2

HCID 947Nitrogen2 回HCID 3157344Methyl 5-[(4-nitro-1h-pyrazol-1-yl)methyl]-2-furoate

生成物 1

HCID 669288905-(4-Amino-pyrazol-1-ylmethyl)-furan-2-carboxylic acid methyl ester

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 5-(4-nitro-pyrazol-1-ylmethyl)-furan-2-carboxylic acid methyl ester (4.45 g, 17.7 mmol) in MeOH (100 mL) was treated with Pd/C (445 mg, 10% Pd). The N2 atmosphere was replaced by an H2 atmosphere (H2 balloon) and the reaction mixture was stirred at rt for 4 h before being filtered through Celite and the solvent was removed under reduced pressure to give the title compound as an oil. LC-MS-conditions 02: tR=0.50 min; [M+H]+=222.27. 1H NMR (400 MHz, DMSO-d6) 1H NMR 83.79 (s, 3H), 3.88 (s, 2H), 5.24 (s, 2H), 6.54 (d, J=3.3 Hz, 1H), 6.96 (s, 1H), 7.08 (s, 1H), 7.25 (d, J=3.5 Hz, 1H).

後処理

  1. filtrationbefore being filtered through Celite
  2. customthe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-3a71f2c655704c1ab41934c0d79ef3f7
出典データセット
uspto-grants-2012_10
特許番号
US08288419B2

関連ノート

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