Water → 3,3'-Benzene-1,4-diylbis(1-ethyl-1H-pyrazolo[4,3-b]pyridine)

HRID 573287

反応式

HRID 573287 の反応式
[C:1]1(B(O)O)[CH:6]=[CH:5][C:4](B(O)O)=[CH:3][CH:2]=1.Br[C:14]1[C:18]2=[N:19][CH:20]=[CH:21][CH:22]=[C:17]2[N:16]([CH2:23][CH3:24])[N:15]=1.C([O-])([O-])=O.[Cs+].[Cs+].O>COCCOC.O.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[C:1]1([C:14]2[C:18]3=[N:19][CH:20]=[CH:21][CH:22]=[C:17]3[N:16]([CH2:23][CH3:24])[N:15]=2)[CH:6]=[CH:5][C:4]([C:14]2[C:18]3=[N:19][CH:20]=[CH:21][CH:22]=[C:17]3[N:16]([CH2:23][CH3:24])[N:15]=2)=[CH:3][CH:2]=1

参加物

7

反応物 4

HCID 962WaterHCID 10796Cesium carbonateHCID 2304781,4-Benzenediboronic acidHCID 667278823-bromo-1-ethyl-1H-pyrazolo[4,3-b]pyridine

生成物 1

HCID 667280613,3'-Benzene-1,4-diylbis(1-ethyl-1H-pyrazolo[4,3-b]pyridine)収率 7.3%

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 18180031Water 1,2-dimethoxyethane溶媒

実験手順

A mixture of 1,4-phenylenediboronic acid (37.0 mg), 3-bromo-1-ethyl-1H-pyrazolo[4,3-b]pyridine (101 mg), Pd(PPh3)4 (25.8 mg) and Cs2CO3 (0.280 g) in DME/water (3/1, 4 mL) was exposed to microwave irradiation (120° C., 40 min), treated with water, and extracted with AcOEt. The organic layer was dried over MgSO4 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (AcOEt/hexane). Crystallization from AcOEt/hexane gave the title compound (6.00 mg).

後処理

  1. customwas exposed to microwave irradiation (120° C., 40 min)
  2. extractionextracted with AcOEt
  3. dry with materialThe organic layer was dried over MgSO4
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (AcOEt/hexane)
  6. customCrystallization from AcOEt/hexane

出典と根拠

ORDレコード
ord-860466cb5efe4e0b9b2a630d8f4ba9f7
出典データセット
uspto-grants-2015_05
特許番号
US09029536B2

関連ノート

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