Hydrochloric Acid → 8-[(3-Fluoropyridin-2-yl)methoxy]-2,6-dimethylimidazo[1,2-a]pyridine-3-carboxylic acid hydrochloride

HRID 1844187ノート

反応式

HRID 1844187 の反応式
[F:1][C:2]1[C:3]([CH2:8][O:9][C:10]2[C:11]3[N:12]([C:17]([C:21]([O:23]CC)=[O:22])=[C:18]([CH3:20])[N:19]=3)[CH:13]=[C:14]([CH3:16])[CH:15]=2)=[N:4][CH:5]=[CH:6][CH:7]=1.[OH-].[Li+].[ClH:28]>C1COCC1.CO>[ClH:28].[F:1][C:2]1[C:3]([CH2:8][O:9][C:10]2[C:11]3[N:12]([C:17]([C:21]([OH:23])=[O:22])=[C:18]([CH3:20])[N:19]=3)[CH:13]=[C:14]([CH3:16])[CH:15]=2)=[N:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 86718213Ethyl 8-[(3-fluoropyridin-2-yl)methoxy]-2,6-dimethylimidazo[1,2-a]pyridine-3-carboxylate

生成物 1

HCID 867182148-[(3-Fluoropyridin-2-yl)methoxy]-2,6-dimethylimidazo[1,2-a]pyridine-3-carboxylic acid hydrochloride

試薬・触媒・溶媒 1

HCID 21899815MeOH tetrahydrofuran溶媒2 回

反応条件

温度
40 °C

実験手順

24.06 g (70.1 mmol) of ethyl 8-[(3-fluoropyridin-2-yl)methoxy]-2,6-dimethylimidazo[1,2-a]pyridine-3-carboxylate from Example 120A were initially charged in 1.5 l of THF/methanol (5:1), 350.4 ml (350.4 mmol) of 1 N aqueous lithium hydroxide solution were added and the reaction mixture was stirred at 40° C. for 2.5 h. After cooling, the pH was adjusted to about 4 using 1 N aqueous hydrochloric acid and the solution was freed from THF/methanol under reduced pressure. The residue was cooled and the precipitated solid was filtered off and dried under reduced pressure. This gave 22.27 g (100% of theory) of the title compound.

後処理

  1. temperatureAfter cooling
  2. temperatureThe residue was cooled
  3. filtrationthe precipitated solid was filtered off
  4. customdried under reduced pressure

出典と根拠

ORDレコード
ord-a95782f87f71400b9cc7e1ee09359257
出典データセット
uspto-grants-2015_02
特許番号
US08946215B2

反応ノート

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