Sodium Carbonate → HCID 58828884, 화합물

HRID 908323노트

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HRID 908323 반응식
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

참가 물질

5

반응물 3

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

생성물 1

HCID 58828884HCID 58828884, 화합물수율 70.9%

시약·촉매·용매 1

HCID 21863594Toluene ethanol용매

실험 절차

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

후처리

  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

출처 및 근거

ORD 기록
ord-254d9feadf6c42949d969310108d3413
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08017601B2

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