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

HRID 1052104ノート

反応式

HRID 1052104 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

  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.

出典と根拠

ORDレコード
ord-c1d5f96fa40c420a89696465c7461d23
出典データセット
uspto-grants-2016_07
特許番号
US09388199B2

反応ノート

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