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

HRID 588376노트

반응식

HRID 588376 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
50 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-af52a6633a534a458393ec99ae0e1b03
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09227956B2

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