HCID 22388428、化合物 → 2-Methylpyrazolo[1,5-a]pyridine-5-carboxylic acid

HRID 1699799ノート

反応式

HRID 1699799 の反応式
[CH3:1][C:2]1[C:13](C(O)=O)=[C:5]2[CH:6]=[C:7]([C:10]([OH:12])=[O:11])[CH:8]=[CH:9][N:4]2[N:3]=1>ClCCl.CO.O>[CH3:1][C:2]1[CH:13]=[C:5]2[CH:6]=[C:7]([C:10]([OH:12])=[O:11])[CH:8]=[CH:9][N:4]2[N:3]=1

参加物

4

反応物 1

HCID 22388428HCID 22388428、化合物

生成物 1

HCID 223884352-Methylpyrazolo[1,5-a]pyridine-5-carboxylic acid収率 54.8%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 21226129Dichloromethane methanol溶媒

反応条件

温度
150 °C

実験手順

A mixture of 2-methylpyrazolo[1,5-a]pyridine-3,5-dicarboxylic acid (1.39 g) and polyphosphoric acid (13.9 g) was stirred at 150° C. with heating for 2 hr, and ice (14 g) was added under ice-cooling, which was followed by shaking to give a homogeneous solution. The reaction mixture was adjusted to pH 4 at the same temperature and diluted with dichloromethane/methanol (4:1) and water. The precipitate was collected by filtration to give the objective compound (610 mg) as a pale-brown powder. The organic layer of the mother liquor was taken, and the aqueous layer was extracted with dichloromethane/methanol (4:1). Both organic layers were combined, dried over magnesium sulfate and concentrated to dryness under reduced pressure. The residue was washed with ether to give second crystals (200 mg) as a pale-brown powder.

後処理

  1. temperaturewith heating for 2 hr
  2. temperaturecooling
  3. stirringby shaking
  4. customto give a homogeneous solution
  5. filtrationThe precipitate was collected by filtration

出典と根拠

ORDレコード
ord-8c86f3e952b74b2eb442ce713e63b823
出典データセット
uspto-grants-2002_02
特許番号
US06348474B1

反応ノート

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