Pyridine → HCID 9798097、化合物

HRID 1597921ノート

反応式

HRID 1597921 の反応式
Cl.[Cl:2][C:3]1[CH:11]=[C:10]2[C:6]([CH2:7][CH2:8][NH:9]2)=[CH:5][CH:4]=1.N1C=CC=CC=1.Cl[C:19]1[C:28]2[C:23](=[CH:24][C:25]([O:31][CH3:32])=[C:26]([O:29][CH3:30])[CH:27]=2)[N:22]=[CH:21][N:20]=1>CC(O)C>[Cl:2][C:3]1[CH:11]=[C:10]2[C:6]([CH2:7][CH2:8][N:9]2[C:19]2[C:28]3[C:23](=[CH:24][C:25]([O:31][CH3:32])=[C:26]([O:29][CH3:30])[CH:27]=3)[N:22]=[CH:21][N:20]=2)=[CH:5][CH:4]=1

参加物

5

反応物 3

HCID 1049PyridineHCID 27693644-Chloro-6,7-dimethoxyquinazolineHCID 189328756-Chloro-2,3-dihydro-1H-indole--hydrogen chloride (1/1)

生成物 1

HCID 9798097HCID 9798097、化合物

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

To 6-chloroindoline hydrochloride (1 00 mg, 0.526 mmol) and pyridine (0.957 mmol, 77 μL) in dry i-PrOH (8 mL) was added 4-chloro-6,7-dimethoxyquinazoline (107 mg, 0.478 mmol). The mixture was refluxed for 2 hours under an atmosphere of dry N2(g) and then the solvent was removed in vacuo. The residue was partitioned between CHCl3 and 1M NaOH, and the organic phase was washed with brine, dried over Na2SO4(g) and concentrated in vacuo. The residue (171 mg) was purified by flash chromatography on silica using 80%EtOAc/CH2 Cl2 to yield 4-(6-chloro-2,3-dihydro-indol-1-yl)-6,7-dimethoxy-quinazoline as its free base (148 mg) (M.P. 229°-230° C.; LC-MS: 342 (MH+); anal. RP18-HPLC RT: 4.38 min.).

後処理

  1. temperatureThe mixture was refluxed for 2 hours under an atmosphere of dry N2(g)
  2. customthe solvent was removed in vacuo
  3. customThe residue was partitioned between CHCl3 and 1M NaOH
  4. washthe organic phase was washed with brine
  5. dry with materialdried over Na2SO4(g)
  6. concentrationconcentrated in vacuo
  7. customThe residue (171 mg) was purified by flash chromatography on silica using 80%EtOAc/CH2 Cl2

出典と根拠

ORDレコード
ord-f3ebcff4d1714bed8453c727bcd8bc72
出典データセット
uspto-grants-1998_04
特許番号
US05736534

反応ノート

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