Hexane → HCID 66977004, 화합물

HRID 712196노트

반응식

HRID 712196 반응식
Cl.[NH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[C:8]([O:10][CH2:11][CH3:12])=[O:9].C(=O)([O-])[O-].[K+].[K+].[Br:19][C:20]1[CH:21]=[N:22][C:23](Cl)=[N:24][CH:25]=1.CCCCCC>CN(C=O)C>[Br:19][C:20]1[CH:21]=[N:22][C:23]([N:2]2[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]2[C:8]([O:10][CH2:11][CH3:12])=[O:9])=[N:24][CH:25]=1

참가 물질

6

반응물 4

HCID 8058HexaneHCID 11430Potassium CarbonateHCID 6066655-Bromo-2-chloropyrimidineHCID 12436225Ethyl piperidine-2-carboxylate--hydrogen chloride (1/1)

생성물 1

HCID 66977004HCID 66977004, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of ethyl piperidine-2-carboxylate hydrochloride (0.5 g, 2.58 mmol) in DMF (15 mL) was added potassium carbonate (1.77 g, 12.89 mmol) at rt. The mixture was stirred at rt for 10 min followed by addition of 5-bromo-2-chloropyrimidine (0.5 g, 2.58 mmol). The reaction was heated up to 80° C. for 3 h. After reaction completion (by TLC), the mixture was poured onto 100 mL ice-cold water and extracted with EtOAc (3×100 mL). The combined organic layer was washed with brine, dried over anhydrous Na2SO4 and evaporated under reduced pressure. The crude residue was purified over 100-200 M silica-gel by using 1.50% EtOAc: hexane to obtain the desired product as an off white solid (0.37 g, 46% yield). MS: 314.08 [M+H]+.

후처리

  1. temperatureThe reaction was heated up to 80° C. for 3 h
  2. customAfter reaction completion (by TLC)
  3. extractionextracted with EtOAc (3×100 mL)
  4. washThe combined organic layer was washed with brine
  5. dry with materialdried over anhydrous Na2SO4
  6. customevaporated under reduced pressure
  7. customThe crude residue was purified over 100-200 M silica-gel

출처 및 근거

ORD 기록
ord-c89b8155f17d4fe8ba0794a92db4e3d3
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181234B2

반응 노트

불러오는 중…