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 2220474노트

반응식

HRID 2220474 반응식
[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

참가 물질

6

반응물 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, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.,

후처리

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

출처 및 근거

ORD 기록
ord-3d6fc21eb5b045828b640ca9d790f444
출처 데이터셋
uspto-grants-2008_08
특허 번호
US07417047B2

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