Diethyl Ether → 2-(2-Chloro-6-fluorophenyl)-2H-pyrazolo[4,3-c]pyridin-4-ylamine

HRID 626681ノート

反応式

HRID 626681 の反応式
C(OC(=O)[NH:7][C:8]1[C:13]2=[CH:14][N:15]([C:17]3[C:22]([F:23])=[CH:21][CH:20]=[CH:19][C:18]=3[Cl:24])[N:16]=[C:12]2[CH:11]=[CH:10][N:9]=1)(C)(C)C.C(O)(C(F)(F)F)=O.C(OCC)C>C(Cl)Cl>[Cl:24][C:18]1[CH:19]=[CH:20][CH:21]=[C:22]([F:23])[C:17]=1[N:15]1[CH:14]=[C:13]2[C:8]([NH2:7])=[N:9][CH:10]=[CH:11][C:12]2=[N:16]1

参加物

5

反応物 3

HCID 3283Diethyl EtherHCID 6422Trifluoroacetic acidHCID 69671929[2-(2-Chloro-6-fluorophenyl)-2H-pyrazolo[4,3-c]pyridin-4-yl]-carbamic acid tert-butyl ester

生成物 1

HCID 696714132-(2-Chloro-6-fluorophenyl)-2H-pyrazolo[4,3-c]pyridin-4-ylamine収率 100.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of [2-(2-chloro-6-fluorophenyl)-2H-pyrazolo[4,3-c]pyridin-4-yl]-carbamic acid tert-butyl ester (137 mg) in DCM (1 mL)) at 0° C. was added TFA (1 mL). The reaction mixture was stirred at room temperature for 1 hour then concentrated under reduced pressure. The resultant residue was partitioned between ethyl acetate and sodium bicarbonate (sat. aq.). The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated to give a colourless oil. Trituration with diethyl ether gave the title compound as a white solid (100 mg, 91% yield). LCMS (Method C): RT=0.34 min and 1.79 min, m/z: 263 [M+H+].

後処理

  1. concentrationthen concentrated under reduced pressure
  2. customThe resultant residue was partitioned between ethyl acetate and sodium bicarbonate (sat. aq.)
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customto give a colourless oil

出典と根拠

ORDレコード
ord-7d2bfac45dcc4cd49747cea0c0a5f5f3
出典データセット
uspto-grants-2016_04
特許番号
US09309240B2

反応ノート

読み込み中…