Water → 1-(5-Chloro-3-fluoropyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylic acid

HRID 1748548ノート

反応式

HRID 1748548 の反応式
C([O:3][C:4]([C:6]1[CH:7]=[N:8][N:9]([C:12]2[C:17]([F:18])=[CH:16][C:15]([Cl:19])=[CH:14][N:13]=2)[C:10]=1[CH3:11])=[O:5])C.[OH-].[Na+].O>O1CCCC1>[Cl:19][C:15]1[CH:16]=[C:17]([F:18])[C:12]([N:9]2[C:10]([CH3:11])=[C:6]([C:4]([OH:5])=[O:3])[CH:7]=[N:8]2)=[N:13][CH:14]=1

参加物

5

反応物 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 46739259Ethyl 1-(5-chloro-3-fluoropyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylate

生成物 1

HCID 866924961-(5-Chloro-3-fluoropyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylic acid収率 78.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 1-(5-chloro-3-fluoropyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (1 g) in tetrahydrofuran (5 ml) were added 4 N aqueous solution of sodium hydroxide (5 ml) and water (5 ml), and stirred at room temperature overnight. After completion of the reaction, the organic solvent was evaporated in vacuo, then water and diethyl ether were added thereto, and the aqueous layer was separated. To the aqueous layer was added concentrated hydrochloric acid under ice-cooling to adjust the layer to pH 5, the precipitated solid was collected by filtration, and dried at 60° C. under air blow to give the titled compound (710 mg) as a white solid. MS (ESI) m/z: 256 (M+H)+.

後処理

  1. customAfter completion of the reaction
  2. customthe organic solvent was evaporated in vacuo
  3. additionwater and diethyl ether were added
  4. customthe aqueous layer was separated
  5. additionTo the aqueous layer was added concentrated hydrochloric acid under ice-
  6. temperaturecooling
  7. filtrationthe precipitated solid was collected by filtration
  8. customdried at 60° C. under air blow

出典と根拠

ORDレコード
ord-0e9563b88a6d4873b23b054302dcc170
出典データセット
uspto-grants-2015_10
特許番号
US09150555B2

反応ノート

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