Methyl N-methylindole-6-carboxylate → HCID 54440772, 화합물

HRID 1655052노트

반응식

HRID 1655052 반응식
[CH3:1][O:2][C:3]([C:5]1[CH:13]=[C:12]2[C:8]([CH:9]=[CH:10][N:11]2[CH3:14])=[CH:7][CH:6]=1)=[O:4].[N:15]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=[CH:17][C:16]=1[CH2:25][O:26][C:27]1[CH:34]=[CH:33][C:30]([CH2:31]Cl)=[CH:29][CH:28]=1>O1CCOCC1.[Ag]=O>[CH3:1][O:2][C:3]([C:5]1[CH:13]=[C:12]2[C:8]([C:9]([CH2:31][C:30]3[CH:29]=[CH:28][C:27]([O:26][CH2:25][C:16]4[CH:17]=[CH:18][C:19]5[C:24](=[CH:23][CH:22]=[CH:21][CH:20]=5)[N:15]=4)=[CH:34][CH:33]=3)=[CH:10][N:11]2[CH3:14])=[CH:7][CH:6]=1)=[O:4]

참가 물질

5

반응물 2

HCID 639843Methyl N-methylindole-6-carboxylateHCID 147741632-(4-Chloromethylphenoxy)methylquinoline

생성물 1

HCID 54440772HCID 54440772, 화합물

시약·촉매·용매 2

HCID 92152Silver(II) oxide촉매HCID 312751,4-Dioxane용매

반응 조건

온도
70 °C

실험 절차

To a stirred solution of 1-methylindole-6-carboxylic acid methyl ester (Example 10, part i) (1.5 g) and 4-(quinolin-2-ylmethoxy)benzyl chloride (2.43 g) in dioxan (15 ml), silver oxide (2 g) was added and the suspension heated at 70° C. overnight. The solvent was removed in vacuo, the residue ultrasonicated with ethylacetate and insoluble material removed by filtration through celite. The filtrate was evaporated to dryness and the residue purified by chromatography on flash silica, eluting with petroleum spirit 40°-60° C./diethyl ether (1:1) to give the product as a white solid. A small quantity was crystallised from petroleum spirit 40°-60° C./diethyl ether (1:1).

후처리

  1. customThe solvent was removed in vacuo
  2. customthe residue ultrasonicated with ethylacetate and insoluble material
  3. customremoved by filtration through celite
  4. customThe filtrate was evaporated to dryness
  5. customthe residue purified by chromatography on flash silica
  6. washeluting with petroleum spirit 40°-60° C./diethyl ether (1:1)

출처 및 근거

ORD 기록
ord-c47c8ba217624351af2e802d8d1a3195
출처 데이터셋
uspto-grants-1995_04
특허 번호
US05410061

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