Diisopropylethylamine → Ethyl 4-[1-[3-[bis(4-isobutylphenyl)methylamino]benzoyl]indolizin-3-yl]butyrate

HRID 1741845노트

반응식

HRID 1741845 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([CH:24]=[CH:25][CH:26]=1)[C:5]([C:7]1[CH:8]=[C:9]([CH2:16][CH2:17][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[N:10]2[C:15]=1[CH:14]=[CH:13][CH:12]=[CH:11]2)=[O:6].C(N(C(C)C)CC)(C)C.[CH2:36]([C:40]1[CH:45]=[CH:44][C:43]([CH:46]([C:48]2[CH:53]=[CH:52][C:51]([CH2:54][CH:55]([CH3:57])[CH3:56])=[CH:50][CH:49]=2)Cl)=[CH:42][CH:41]=1)[CH:37]([CH3:39])[CH3:38]>C(Cl)Cl>[CH2:54]([C:51]1[CH:52]=[CH:53][C:48]([CH:46]([NH:1][C:2]2[CH:3]=[C:4]([CH:24]=[CH:25][CH:26]=2)[C:5]([C:7]2[CH:8]=[C:9]([CH2:16][CH2:17][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[N:10]3[C:15]=2[CH:14]=[CH:13][CH:12]=[CH:11]3)=[O:6])[C:43]2[CH:44]=[CH:45][C:40]([CH2:36][CH:37]([CH3:39])[CH3:38])=[CH:41][CH:42]=2)=[CH:49][CH:50]=1)[CH:55]([CH3:57])[CH3:56]

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 10904244Ethyl 4-[1-(3-aminobenzoyl)indolizin-3-yl]butyrateHCID 19010817Bis(4-isobutylphenyl)chloromethane

생성물 1

HCID 11072251Ethyl 4-[1-[3-[bis(4-isobutylphenyl)methylamino]benzoyl]indolizin-3-yl]butyrate수율 48.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a stirred solution of ethyl 4-[1-(3-aminobenzoyl)indolizin-3-yl]butyrate (320 mg) in methylene chloride (10 ml) was added diisopropylethylamine (0.22 ml) and bis(4-isobutylphenyl)chloromethane (340 mg) in methylene chloride (5 ml) at room temperature. After stirring for 18 hours, the reaction mixture was evaporated and extracted with ether. The organic layers were washed with water and brine and dried over sodium sulfate. After evaporation of the solvent, the residue was chromatographed on silica gel (methylene chloride:ethyl acetate=20:1) to give ethyl 4-[1-[3-[bis(4-isobutylphenyl)methylamino]benzoyl]indolizin-3-yl]butyrate (279 mg).

후처리

  1. customthe reaction mixture was evaporated
  2. extractionextracted with ether
  3. washThe organic layers were washed with water and brine
  4. dry with materialdried over sodium sulfate
  5. customAfter evaporation of the solvent
  6. customthe residue was chromatographed on silica gel (methylene chloride:ethyl acetate=20:1)

출처 및 근거

ORD 기록
ord-bd9d675c0c2540219f7c3fee96c28521
출처 데이터셋
uspto-grants-1994_08
특허 번호
US05334716

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