Sodium Hydroxide → 6-amino-5-ethynyl-1H-indazole-7-carboxylic acid

HRID 245625노트

반응식

HRID 245625 반응식
C[O:2][C:3]([C:5]1[C:6]([NH2:16])=[C:7]([C:14]#[CH:15])[CH:8]=[C:9]2[C:13]=1[NH:12][N:11]=[CH:10]2)=[O:4].[OH-].[Na+]>O1CCOCC1.CO>[NH2:16][C:6]1[C:5]([C:3]([OH:4])=[O:2])=[C:13]2[C:9]([CH:10]=[N:11][NH:12]2)=[CH:8][C:7]=1[C:14]#[CH:15]

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 579901016-amino-5-ethynyl-1H-indazole-7-carboxylic acid methyl ester

생성물 1

HCID 579901046-amino-5-ethynyl-1H-indazole-7-carboxylic acid

시약·촉매·용매 2

HCID 887Methanol용매HCID 312751,4-Dioxane용매

반응 조건

온도
50 °C

실험 절차

To a solution of 200 mg (0.93 mmol) of 6-amino-5-ethynyl-1H-indazole-7-carboxylic acid methyl ester in 4.2 mL of dioxane and 0.2 mL of methanol is added 2.3 mL (2.3 mmol) of a 1N aqueous solution of NaOH. The mixture is stirred for 5 hours at 50° C. The solvents are evaporated and water is added to the residue. The product is precipitated at pH 4 by addition of 1N aqueous HCl, filtrated, washed with a minimum of water and dried by azeotropic distillation with toluene. The yellowish solid obtained is used directly in the next step; LC/MS: 202/203 (M+H)+.

후처리

  1. customThe solvents are evaporated
  2. additionwater is added to the residue
  3. customThe product is precipitated at pH 4 by addition of 1N aqueous HCl
  4. filtrationfiltrated
  5. washwashed with a minimum of water
  6. dry with materialdried by azeotropic distillation with toluene
  7. customThe yellowish solid obtained

출처 및 근거

ORD 기록
ord-4a0bd77d286b46f1ab33f71fb644bc13
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08658801B2

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