Potassium Carbonate → Tert-butyl 2-(3-carbamoyl-1H-indazol-1-yl)acetate

HRID 1052104노트

반응식

HRID 1052104 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:10]([NH2:12])=[O:11])=[N:2]1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22]>CC#N>[C:10]([C:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[N:1]([CH2:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[N:2]=1)(=[O:11])[NH2:12]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 79177tert-Butyl bromoacetateHCID 209781761H-Indazole-3-carboxamide

생성물 1

HCID 68283122Tert-butyl 2-(3-carbamoyl-1H-indazol-1-yl)acetate

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a suspension of 1H-indazole-3-carboxamide [90004-04-9](2.00 g, 12.4 mmol) and potassium carbonate (4.12 g, 29.8 mmol) in CH3CN (60 mL) was added tert-butyl bromoacetate (2.20 mL, 14.9 mmol) dropwise at RT, and the resulting mixture was refluxed for 16 h. The mixture was then cooled to RT and filtered, the solid was washed with CH3CN and the filtrate was concentrated under vacuum. The residual oil was used directly in the next step without further purification. MS (LC/MS): 276.0 [M+H]+; tR (HPLC conditions d): 3.22 min.

후처리

  1. temperaturethe resulting mixture was refluxed for 16 h
  2. filtrationfiltered
  3. washthe solid was washed with CH3CN
  4. concentrationthe filtrate was concentrated under vacuum
  5. customThe residual oil was used directly in the next step without further purification
  6. custom3.22 min.

출처 및 근거

ORD 기록
ord-c1d5f96fa40c420a89696465c7461d23
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09388199B2

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