Sodium Carbonate → 2-amino-5-(3-bromophenyl)-5-(1-ethyl-5-propionyl-1H-pyrrol-3-yl)-3-methyl-3,5-dihydro-4H-imidazol-4-one

HRID 646258ノート

反応式

HRID 646258 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([C:8](=O)[C:9]([C:11]2C=[C:14]([C:16](=O)CC)[N:13]([CH2:20]C(F)(F)F)[CH:12]=2)=O)[CH:5]=[CH:6][CH:7]=1.[CH3:26][NH:27][C:28]([NH2:30])=[NH:29].[C:31](=[O:34])([O-])[O-].[Na+].[Na+].CCO[C:40]([CH3:42])=O.[CH2:43]([OH:45])C>C(O)C>[NH2:30][C:28]1[N:27]([CH3:26])[C:43](=[O:45])[C:8]([C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([Br:1])[CH:3]=2)([C:9]2[CH:11]=[C:12]([C:31](=[O:34])[CH2:40][CH3:42])[N:13]([CH2:14][CH3:16])[CH:20]=2)[N:29]=1

参加物

6

反応物 4

HCID 10340Sodium CarbonateHCID 21584252Ethanol ethylacetateHCID 597727141-(3-bromo-phenyl)-2-[5-propionyl-1-(2,2,2-trifluoro-ethyl)-1H-pyrrole-3-yl]-ethane-1,2-dioneHCID 178485088HCID 178485088、化合物

生成物 1

HCID 159497442-amino-5-(3-bromophenyl)-5-(1-ethyl-5-propionyl-1H-pyrrol-3-yl)-3-methyl-3,5-dihydro-4H-imidazol-4-one収率 84.3%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 1-(3-bromo-phenyl)-2-[5-propionyl-1-(2,2,2-trifluoro-ethyl)-1H-pyrrole-3-yl]-ethane-1,2-dione (4.5 g, 0.0108 mol), methylguanidine (2.36 g, 0.0216 mol) and sodium carbonate (2.28 g, 0.0216 mol) in 100 ml ethanol is heated to reflux for three hours. The solvent is evaporated to dryness and the residue is flash chromatographed on silica gel with eluent EtOAc/Ethanol (containing 2 mol ammonia) to afford the product 3.8 gram (75%) as an off-white solid, mp 100-102° C., MS (+) ES 471 [M+H]+.

後処理

  1. temperatureis heated
  2. temperatureto reflux for three hours
  3. customThe solvent is evaporated to dryness

出典と根拠

ORDレコード
ord-51768c42c220493d84ba3c696fe1d262
出典データセット
uspto-grants-2010_04
特許番号
US07705030B2

反応ノート

読み込み中…