Citric Acid → HCID 19735035, 화합물

HRID 326720노트

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HRID 326720 반응식
[C:1]([CH:3]([CH2:7][C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[NH:10][CH:9]=1)[C:4]([OH:6])=[O:5])#[N:2].[Cl:17][C:18]1[CH:23]=[C:22]([Cl:24])[C:21]([Cl:25])=[CH:20][C:19]=1[OH:26].CCN=C=NCCCN(C)C.Cl.C(O)(=O)CC(CC(O)=O)(C(O)=O)O>C(Cl)Cl>[C:1]([CH:3]([CH2:7][C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[NH:10][CH:9]=1)[C:4]([O:6][CH2:18][CH3:19])=[O:5])#[N:2].[Cl:17][C:18]1[CH:23]=[C:22]([Cl:24])[C:21]([Cl:25])=[CH:20][C:19]=1[O:26][C:4](=[O:5])[CH:3]([C:1]#[N:2])[CH2:7][C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[NH:10][CH:9]=1

참가 물질

7

반응물 4

HCID 311Citric AcidHCID 72712,4,5-TrichlorophenolHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 19735046HCID 19735046, 화합물

생성물 2

HCID 19735035HCID 19735035, 화합물HCID 53675740HCID 53675740, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

2-Cyano-3-(3-indolyl)propionic acid from Step a, 2,4,5-trichlorophenol (394 mg, 2 mmol) and EDCl (392 mg, 2 mmol) were combined in methylene chloride (10 mL) and the reaction mixture was stirred at ambient temperature overnight. The reaction mixture was added to 20 mL of 10% citric acid solution and the aqueous mixture was extracted with methylene chloride. The methylene chloride was evaporated under reduced pressure and the residue was purified by flash chromatography on silica gel eluting with ethyl acetate/hexane (1:4 to 1:2) to give 210 mg (37% yield from ethyl 2-cyano-3-(3-indolyl)propionate) of the title compound.

후처리

  1. extractionthe aqueous mixture was extracted with methylene chloride
  2. customThe methylene chloride was evaporated under reduced pressure
  3. customthe residue was purified by flash chromatography on silica gel eluting with ethyl acetate/hexane (1:4 to 1:2)

출처 및 근거

ORD 기록
ord-463fe5aa312b4a6d9030c9e0a7bb87e9
출처 데이터셋
uspto-grants-1993_12
특허 번호
US05270302

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