Sodium Carbonate → HCID 58828884、化合物

HRID 908323ノート

反応式

HRID 908323 の反応式
CC1(C)C(C)(C)OB([C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[C:15]([C:19]([O:21][CH3:22])=[O:20])=[CH:14][CH:13]=[CH:12]3)O1.Br[C:25]1[CH:34]=[CH:33][CH:32]=[C:31]2[C:26]=1[CH:27]=[CH:28][N:29]=[CH:30]2.C(=O)([O-])[O-].[Na+].[Na+]>C1(C)C=CC=CC=1.CCO>[CH:30]1[C:31]2[C:26](=[C:25]([C:9]3[CH:10]=[C:11]4[C:16](=[CH:17][CH:18]=3)[C:15]([C:19]([O:21][CH3:22])=[O:20])=[CH:14][CH:13]=[CH:12]4)[CH:34]=[CH:33][CH:32]=2)[CH:27]=[CH:28][N:29]=1

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 7364875-BromoisoquinolineHCID 58828895Methyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalene-1-carboxylate

生成物 1

HCID 58828884HCID 58828884、化合物収率 70.9%

試薬・触媒・溶媒 1

HCID 21863594Toluene ethanol溶媒

実験手順

Methyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-naphthoate (2.2 g, 7.0 mmol), 5-Bromoisoquinoline (1.33 g, 6.3 mmol), a 2M solution of sodium carbonate (9.6 mL) and palladium tetrakistriphenylphospine (0.37 g, 0.32 mmol) were heated in Toluene-EtOH (105 mL-21 mL) at 80° C. overnight. Solvent was evaporated and mixture was extracted with ethyl acetate. Organic phase was washed with brine, dried, filtered and evaporated. Residue was purified by chromatography (ethyl acetate-hexane 10:90->20:80->30:70->40:60->60-40. to give 1.4 g of the title compound as an off-white solid

後処理

  1. customSolvent was evaporated
  2. extractionmixture was extracted with ethyl acetate
  3. washOrganic phase was washed with brine
  4. customdried
  5. filtrationfiltered
  6. customevaporated
  7. customResidue was purified by chromatography (ethyl acetate-hexane 10:90->20:80->30:70->40:60->60-40

出典と根拠

ORDレコード
ord-254d9feadf6c42949d969310108d3413
出典データセット
uspto-grants-2011_09
特許番号
US08017601B2

反応ノート

読み込み中…