Water → HCID 60133233、化合物

HRID 2246619ノート

反応式

HRID 2246619 の反応式
I[C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[N:7][NH:8]2)=[CH:4][CH:3]=1.[CH2:11]([NH:13][C:14](=[O:31])[C:15]1[CH:20]=[CH:19][C:18]([CH3:21])=[C:17](B2OC(C)(C)C(C)(C)O2)[CH:16]=1)[CH3:12].C(=O)([O-])O.[Na+].O>C(O)(C)C.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>[CH2:11]([NH:13][C:14](=[O:31])[C:15]1[CH:20]=[CH:19][C:18]([CH3:21])=[C:17]([C:2]2[CH:10]=[C:9]3[C:5]([CH:6]=[N:7][NH:8]3)=[CH:4][CH:3]=2)[CH:16]=1)[CH3:12]

参加物

7

反応物 4

HCID 962WaterHCID 516892Sodium BicarbonateHCID 129912416-iodo-1H-indazoleHCID 60133236HCID 60133236、化合物2 回

生成物 1

HCID 60133233HCID 60133233、化合物収率 48.5%

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 3776Isopropanol溶媒

反応条件

温度
150 °C

実験手順

A stirred mixture of 6-iodo-1H-indazole (0.45 g), N-ethyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (Intermediate 10, 0.54 g) tetrakis(triphenylphosphine)palladium(0) (0.05 g) and aqueous sodium hydrogen carbonate (1M, 1 ml) in isopropanol (10 ml) was heated at 150° C. for 30 min in a microwave oven. The reaction mixture was poured into water (50 ml) and extracted with ethyl acetate (3×25 ml). The extracts were washed with water (25 ml) dried (Na2SO4) and concentrated under vacuum. The residual oil was purified by column chromatography on silica (50 g) eluting with ether/ethyl acetate (7:3) to give the title compound as a pale yellow foam (0.25 g).

後処理

  1. extractionextracted with ethyl acetate (3×25 ml)
  2. washThe extracts were washed with water (25 ml)
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated under vacuum
  5. customThe residual oil was purified by column chromatography on silica (50 g)
  6. washeluting with ether/ethyl acetate (7:3)

出典と根拠

ORDレコード
ord-8ce90d8d807246a2ba95ce223afebe35
出典データセット
uspto-grants-2010_03
特許番号
US07687532B2

反応ノート

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