Water → HCID 68736794、化合物

HRID 1878628ノート

反応式

HRID 1878628 の反応式
[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

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 249034823,3-Difluoropyrrolidine hydrochlorideHCID 86632433HCID 86632433、化合物2 回

生成物 1

HCID 68736794HCID 68736794、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e5dc6f3d8546427189f31d770e0dee2c
出典データセット
uspto-grants-2012_11
特許番号
US08314112B2

反応ノート

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