Diisopropylamine → HCID 58707368, 화합물

HRID 450851

반응식

HRID 450851 반응식
[Li]CCCC.C(NC(C)C)(C)C.[F:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=1.[CH3:20][O:21][C:22]1[CH:23]=[CH:24][C:25]2[O:29][C:28]([C:30](OCC)=[O:31])=[CH:27][C:26]=2[CH:35]=1>C1COCC1>[CH3:20][O:21][C:22]1[CH:23]=[CH:24][C:25]2[O:29][C:28]([C:30]([C:19]3[C:14]([F:13])=[N:15][CH:16]=[CH:17][CH:18]=3)=[O:31])=[CH:27][C:26]=2[CH:35]=1

참가 물질

6

반응물 4

HCID 7912DiisopropylamineHCID 97462-FluoropyridineHCID 5212832-Benzofurancarboxylic acid, 5-methoxy-, ethyl esterHCID 178418339Butyllithium

생성물 1

HCID 58707368HCID 58707368, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

At 0° C. a solution of n-BuLi (0.73 ml, 1.17 mmol) is added to diisopropylamine (0.18 ml, 1.3 mmol). The mixture is stirred for 30 minutes at the same temperature before the resulting solution is added dropwise to a solution 2-fluoropyridine (0.1 ml, 1.17 mmol) in THF (3 ml) at −78° C. After stirring for one hour ethyl 5-methoxy-benzofuran-2-carboxylate (0.25 g, 1.17 mmol) in THF (4 ml) is added and stirring is continued for 2 hours at the same temperature. The reaction mixture is allowed to reach room temperature before quenching with saturated aqueous ammonium chloride solution. The product is extracted with ethyl acetate. Chromatography on silicagel gives the title compound, m.p. 130-134° C.

후처리

  1. additionis added
  2. stirringstirring
  3. waitis continued for 2 hours at the same temperature
  4. customto reach room temperature
  5. custombefore quenching with saturated aqueous ammonium chloride solution
  6. extractionThe product is extracted with ethyl acetate

출처 및 근거

ORD 기록
ord-4f9700d19aa143c8b8ca4e8e7adabb95
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08486996B2

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