Water → Methyl 6-chloro-1H-indazole-3-carboxylate

HRID 1827452노트

반응식

HRID 1827452 반응식
[CH3:1][O:2][C:3](=[O:16])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:6]=1[NH:12]C(=O)C.[N:17](OC(C)(C)C)=O.O>C(O)(=O)C>[CH3:1][O:2][C:3]([C:4]1[C:5]2[C:6](=[CH:7][C:8]([Cl:11])=[CH:9][CH:10]=2)[NH:12][N:17]=1)=[O:16]

참가 물질

5

반응물 3

HCID 962WaterHCID 10906Tert-Butyl nitriteHCID 23577856HCID 23577856, 화합물

생성물 1

HCID 23577858Methyl 6-chloro-1H-indazole-3-carboxylate수율 77%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

To a solution of (2-Acetylamino-4-chloro-phenyl)-acetic acid methyl ester )32.0 g, 133 mmol) in acetic acid (200 mL) stirred at 90 degree Celsius was added tert-butyl nitrite (20.5 mL, 172.3 mmol) over 1 hour. The reaction was poured into water (1.4 L) and the solids were recovered by filtration. The yellow precipitate was dissolved in EtOAc, then washed with saturated NaCl. The organic was dried over MgSO4, filtered, and concentrated to a solid. The solids were triturated with hexanes and filtered to afford the desired material (21.63 g, 77%).

후처리

  1. filtrationthe solids were recovered by filtration
  2. dissolutionThe yellow precipitate was dissolved in EtOAc
  3. washwashed with saturated NaCl
  4. dry with materialThe organic was dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated to a solid
  7. customThe solids were triturated with hexanes
  8. filtrationfiltered

출처 및 근거

ORD 기록
ord-b85b7095a4174357b13b9892950cd5a6
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07053107B2

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