Potassium Carbonate → 6-bromo-1-[1-(2,6-dichloro-3-fluorophenyl)ethoxy]-1H-pyrrolo[3,2-b]pyridine

HRID 1404579

反応式

HRID 1404579 の反応式
CS([O:5][CH:6]([C:8]1[C:13]([Cl:14])=[CH:12][CH:11]=[C:10]([F:15])[C:9]=1[Cl:16])[CH3:7])(=O)=O.[Br:17][C:18]1[CH:19]=[C:20]([N+:35]([O-])=O)[C:21]([CH:24](C(OCC)=O)[C:25](OCC)=O)=[N:22][CH:23]=1.C([O-])([O-])=O.[K+].[K+]>CN(C)C=O>[Br:17][C:18]1[CH:19]=[C:20]2[N:35]([O:5][CH:6]([C:8]3[C:13]([Cl:14])=[CH:12][CH:11]=[C:10]([F:15])[C:9]=3[Cl:16])[CH3:7])[CH:25]=[CH:24][C:21]2=[N:22][CH:23]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 57516275HCID 57516275、化合物HCID 585324961-(2,6-Dichloro-3-fluorophenyl)ethyl methanesulfonate

生成物 1

HCID 674584186-bromo-1-[1-(2,6-dichloro-3-fluorophenyl)ethoxy]-1H-pyrrolo[3,2-b]pyridine収率 78%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of 1-(2,6-dichloro-3-fluorophenyl)ethyl methanesulfonate (4.39 g, 15.3 mmol, 1.0 eq), 6-bromo-1H-pyrrolo[3,2-b]pyridin-1-ol (prepared as in example 1: 3.92 g, 20.0 mmol, 1.3 eq) and K2CO3 (6.34 g, 45.9 mmol, 3.0 eq) in 90 ml of N,N-dimethylformamide (DMF) was stirred at room temperature overnight. The solid was filtered out and the solvent evaporated. The residue was dissolved in DCM, and the solution was washed with water and brine, dried, evaporated and chromatographed (MeOH/DCM 1:20) to give a light yellow oil, 4.63 g, in 78% yield.

後処理

  1. filtrationThe solid was filtered out
  2. customthe solvent evaporated
  3. dissolutionThe residue was dissolved in DCM
  4. washthe solution was washed with water and brine
  5. customdried
  6. customevaporated
  7. customchromatographed (MeOH/DCM 1:20)
  8. customto give a light yellow oil, 4.63 g

出典と根拠

ORDレコード
ord-b14a655b409c405baae399dddaf72956
出典データセット
uspto-grants-2014_12
特許番号
US08912330B2

関連ノート

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