Sodium Hydroxide → 4-(Pyrazolo[1,5-a]pyrimidin-3-yl)benzoic acid

HRID 588376ノート

反応式

HRID 588376 の反応式
[N:1]1[N:5]2[CH:6]=[CH:7][CH:8]=[N:9][C:4]2=[C:3]([C:10]2[CH:20]=[CH:19][C:13]([C:14]([O:16]CC)=[O:15])=[CH:12][CH:11]=2)[CH:2]=1.[OH-].[Na+]>CO>[N:1]1[N:5]2[CH:6]=[CH:7][CH:8]=[N:9][C:4]2=[C:3]([C:10]2[CH:20]=[CH:19][C:13]([C:14]([OH:16])=[O:15])=[CH:12][CH:11]=2)[CH:2]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 117652969Ethyl 4-(pyrazolo[1,5-a]pyrimidin-3-yl)benzoate

生成物 1

HCID 1176527814-(Pyrazolo[1,5-a]pyrimidin-3-yl)benzoic acid収率 99.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
50 °C

実験手順

To a mixture of the compound form Step 1 ethyl 4-(pyrazolo[1,5-a]pyrimidin-3-yl)benzoate (64 g, 0.24 mol) in MeOH (1 L) was added an aqueous solution of sodium hydroxide (600 mL, 1.2 mol, 2 M). The mixture was heated at 50° C. for 3 h. The mixture was then concentrated to remove the volatiles. The resulting suspension was diluted with water, and aqueous HCl (1 N) was added dropwise until pH 4. The acidified suspension was filtered, and the solids were collected and dried to give the title compound (57 g, 99%) as a yellow solid.

後処理

  1. concentrationThe mixture was then concentrated
  2. customto remove the volatiles
  3. additionThe resulting suspension was diluted with water, and aqueous HCl (1 N)
  4. additionwas added dropwise until pH 4
  5. filtrationThe acidified suspension was filtered
  6. customthe solids were collected
  7. customdried

出典と根拠

ORDレコード
ord-af52a6633a534a458393ec99ae0e1b03
出典データセット
uspto-grants-2016_01
特許番号
US09227956B2

反応ノート

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