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Water → HCID 14724151, 화합물

HRID 2073216
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HRID 2073216 반응식
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1.[N:12]1([NH2:21])[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13]1.CC[O:24]CC.Cl.[C:28](=[O:31])([O-])[O-:29].[Na+].[Na+].[OH2:34]>C(O)(C)C>[C:28]([OH:29])(=[O:31])/[CH:11]=[CH:2]\[C:3]([OH:24])=[O:34].[N:12]1([NH:21][C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[N:5]=[CH:4][CH:3]=2)[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13]1
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참가 물질

7

반응물 5

HCID 962WaterHCID 10340Sodium CarbonateHCID 691404-ChloroquinolineHCID 6432211-AminoindoleHCID 10953452Ether hydrochloride

생성물 1

HCID 14724151HCID 14724151, 화합물

시약·촉매·용매 1

HCID 3776
Isopropanol
용매

실험 절차

A solution prepared from 4-chloro-quinoline (5 g), 1H-indol-1-amine (5 g), 100 ml isopropanol and 1 ml saturated ether/HCl was stirred for three hours at reflux, and thereafter cooled, stirred with water, basified with sodium carbonate and extracted with dichloromethane. The organic extract was washed successively with water and saturated sodium chloride solution, dried (anhy. MgSO4), filtered and concentrated to a solid. This was purified by flash chromatography (silica, 10% ethyl acetate in dichloromethane) to give 6.5 g solid, m.p. 128° C. This was converted to the maleate salt in methanol to give 7.4 g of crystals, m.p. 207°-208° C. dec. Three grams were recrystallized from methanol/ether to give 2.6 g crystals, m.p. 209°-210° dec.

후처리

  1. temperatureat reflux
  2. temperaturecooled
  3. extractionextracted with dichloromethane
  4. extractionThe organic extract
  5. washwas washed successively with water and saturated sodium chloride solution
  6. customdried (anhy
  7. filtrationMgSO4), filtered
  8. concentrationconcentrated to a solid
  9. customThis was purified by flash chromatography (silica, 10% ethyl acetate in dichloromethane)

출처 및 근거

ORD 기록
ord-8b371241a3c24b41ac46a9c19a8306bf
출처 데이터셋
uspto-grants-1990_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04916135

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