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3-(4-Aminophenoxy)-1,2-propanediol → Ethyl 6-ethoxy-4-[4-(2,3-dihydroxypropoxy)anilino]-1,5-naphthyridine-3-carboxylate

HRID 1956434
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HRID 1956434 반응식
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:12][CH2:13][CH3:14])[N:10]=2)[N:5]=[CH:4][C:3]=1[C:15]([O:17][CH2:18][CH3:19])=[O:16].[OH:20][CH:21]([CH2:31][OH:32])[CH2:22][O:23][C:24]1[CH:30]=[CH:29][C:27]([NH2:28])=[CH:26][CH:25]=1>C(O)C>[CH2:13]([O:12][C:9]1[N:10]=[C:11]2[C:6](=[CH:7][CH:8]=1)[N:5]=[CH:4][C:3]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[C:2]2[NH:28][C:27]1[CH:29]=[CH:30][C:24]([O:23][CH2:22][CH:21]([OH:20])[CH2:31][OH:32])=[CH:25][CH:26]=1)[CH3:14]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 4592603-(4-Aminophenoxy)-1,2-propanediolHCID 23209292Ethyl 4-chloro-6-ethoxy-1,5-naphthyridine-3-carboxylate

생성물 1

HCID 23209278Ethyl 6-ethoxy-4-[4-(2,3-dihydroxypropoxy)anilino]-1,5-naphthyridine-3-carboxylate

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of ethyl 4-chloro-6-ethoxy-1,5-naphthyridine-3-carboxylate (2.0 g), absolute ethanol (30 ml) and 4-(2,3-dihydroxypropoxy)aniline (1.38 g) was boiled under reflux for 1 hour. The reaction mixture was hot filtered and the filtrate evaporated to dryness. The residue was triturated with dichloromethane and filtered. The filtrate was evaporated to dryness and the residue was purified by column chromatography on silica using ethyl acetate as the mobile phase to give ethyl 6-ethoxy-4-[4-(2,3-dihydroxypropoxy)anilino]-1,5-naphthyridine-3-carboxylate, m.p. 143°-145° C.

후처리

  1. temperatureunder reflux for 1 hour
  2. filtrationThe reaction mixture was hot filtered
  3. customthe filtrate evaporated to dryness
  4. customThe residue was triturated with dichloromethane
  5. filtrationfiltered
  6. customThe filtrate was evaporated to dryness
  7. customthe residue was purified by column chromatography on silica

출처 및 근거

ORD 기록
ord-601a862a1e2b42e4bb0d7989abad6ed0
출처 데이터셋
uspto-grants-1998_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05780482

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