Water → HCID 68736794, 화합물

HRID 1878628노트

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HRID 1878628 반응식
[Br:1][C:2]1[CH:3]=[C:4]([C:8]#[C:9][CH2:10]OS(C)(=O)=O)[CH:5]=[N:6][CH:7]=1.C([O-])([O-])=O.[K+].[K+].Cl.[F:23][C:24]1([F:29])[CH2:28][CH2:27][NH:26][CH2:25]1.O>CN(C=O)C>[Br:1][C:2]1[CH:7]=[N:6][CH:5]=[C:4]([C:8]#[C:9][CH2:10][N:26]2[CH2:27][CH2:28][C:24]([F:29])([F:23])[CH2:25]2)[CH:3]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 249034823,3-Difluoropyrrolidine hydrochlorideHCID 86632433HCID 86632433, 화합물2회

생성물 1

HCID 68736794HCID 68736794, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

To a solution of methanesulfonic acid 3-(5-bromo-pyridin-3-yl)-prop-2-ynyl ester (Intermediate 223) (1 eq, 1.95 mmol, 566 mg) in DMF (6 ml) are added K2CO3 (2.5 eq, 4.88 mmol, 674 mg) and 3,3-difluoro-pyrrolidine hydrochloride (ABCR GmbH & Co. KG, Karlsruhe, Germany) (1.2 eq, 2.34 mmol, 336 mg). The resulting mixture is heated at 80° C. for 2 h. The reaction mixture is cooled to r.t. before adding water and extracting the mixture with EtOAc. The organic layer is dried with MgSO4, filtered, and the solvents are removed in vacuo. Purification by column chromatography yields the title compound; [M+H]+=301/303.

후처리

  1. temperatureThe reaction mixture is cooled to r.t.
  2. extractionextracting the mixture with EtOAc
  3. dry with materialThe organic layer is dried with MgSO4
  4. filtrationfiltered
  5. customthe solvents are removed in vacuo
  6. customPurification by column chromatography

출처 및 근거

ORD 기록
ord-e5dc6f3d8546427189f31d770e0dee2c
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08314112B2

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