Pyridine → N-(6-Nitro-1-oxo-indan-5-yl)-3-cyclopentyl-propionamide

HRID 2422827ノート

反応式

HRID 2422827 の反応式
N1C=CC=CC=1.[NH2:7][C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][C:16]=1[N+:17]([O-:19])=[O:18])[C:13](=[O:20])[CH2:12][CH2:11]2.[CH:21]1([CH2:26][CH2:27][C:28](Cl)=[O:29])[CH2:25][CH2:24][CH2:23][CH2:22]1>ClC(Cl)C>[N+:17]([C:16]1[CH:15]=[C:14]2[C:10]([CH2:11][CH2:12][C:13]2=[O:20])=[CH:9][C:8]=1[NH:7][C:28](=[O:29])[CH2:27][CH2:26][CH:21]1[CH2:25][CH2:24][CH2:23][CH2:22]1)([O-:19])=[O:18]

参加物

5

反応物 3

HCID 1049PyridineHCID 660393-Cyclopentylpropionyl chlorideHCID 150841165-Amino-6-nitro-1-indanone

生成物 1

HCID 59745250N-(6-Nitro-1-oxo-indan-5-yl)-3-cyclopentyl-propionamide収率 83%

試薬・触媒・溶媒 1

HCID 63651,1-Dichloroethane溶媒

実験手順

Pyridine (0.1 g, 1.3 mmol) was added to a suspension of 5-amino-6-nitro-indan-1-one (0.19 g, 1 mmol) in 15 ml of anhydrous dichloroethane followed by the addition of 3-cyclopentylpropionyl chloride (0.193 mg, 1.2 mmol) at room temperature under argon. The mixture was stirred at room temperature for 24 hours. The solvent was removed under reduced pressure and the residue was purified by column (hexane/EtOAc, 5:1) to give a yellow solid (0.26 g, 83%). 1H-NMR (DMSO-d6): δ 10.47 (s, 1H, NH, exchangeable with D2O), 8.06 (s, 1H), 7.87 (s, 1H), 3.15 (m, 2H), 2.69 (m, 2H), 2.38 (t, 2H, J=7.8 Hz), 1.74 (m, 2H), 1.59-1.46 (m, 7H), 1.08 (m, 2H). MS: 317 (M+1).

後処理

  1. customThe solvent was removed under reduced pressure
  2. customthe residue was purified by column (hexane/EtOAc, 5:1)

出典と根拠

ORDレコード
ord-6f0f5d31319d46909545f943365ca58b
出典データセット
uspto-grants-2011_06
特許番号
US07960436B2

反応ノート

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