Ethanol → HCID 10064031、化合物

HRID 720405ノート

反応式

HRID 720405 の反応式
[C:1]([C:3]1[CH:4]=[C:5]([C:16](=[O:26])[C:17]2[CH:22]=[CH:21][C:20]([N+:23]([O-])=O)=[CH:19][CH:18]=2)[N:6]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH:9]=[CH:8][C:7]=12)#[N:2].C(O)C>[Pd].C(OCC)(=O)C>[NH2:23][C:20]1[CH:19]=[CH:18][C:17]([C:16]([C:5]2[N:6]3[C:15]4[C:10]([CH:9]=[CH:8][C:7]3=[C:3]([C:1]#[N:2])[CH:4]=2)=[CH:11][CH:12]=[CH:13][CH:14]=4)=[O:26])=[CH:22][CH:21]=1

参加物

5

反応物 2

HCID 702EthanolHCID 10337357HCID 10337357、化合物

生成物 1

HCID 10064031HCID 10064031、化合物収率 13.1%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒

実験手順

A solution of 3-cyano-1-(4-nitro-benzoyl)-pyrrolo[1,2-a]quinoline (44.3 mg, 0.130 mmol), 5 wt % Palladium on Carbon (23.4 mg), ethanol (12.0 mL), and ethyl acetate (90.0 mL) was agitated under hydrogen (30 PSI) for 1.5 h. The solution was filtered through Celite and purified by flash column chromatography (9:1 dichloromethane/ethyl acetate) to yield 5.3 mg (13%) of a light brown solid. 1H NMR (DMSO-d6): 8.04 (d, J=6.86 Hz, 1H), 7.88 (d, J=9.34 Hz, 1H), 7.81 (d, J=8.79 Hz, 2H), 7.75 (d, J=9.07 Hz, 2H), 7.55–7.70 (m, 3H), 6.66 (d, J=8.79 Hz, 2H), 6.42 (s, 2H).

後処理

  1. filtrationThe solution was filtered through Celite
  2. custompurified by flash column chromatography (9:1 dichloromethane/ethyl acetate)

出典と根拠

ORDレコード
ord-e1f0df5ffe484d73bba4785b7c7bfe9d
出典データセット
uspto-grants-2006_11
特許番号
US07135480B2

反応ノート

読み込み中…