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

HRID 1527286ノート

反応式

HRID 1527286 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 heated to reflux 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 reaction step without further purification. MS (LC/MS): 276.0 [M+H]+; tR (HPLC conditions k): 3.22 min.

後処理

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

出典と根拠

ORDレコード
ord-a63fad99920b4b25b58bd53160f63a8a
出典データセット
uspto-grants-2015_07
特許番号
US09085555B2

反応ノート

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