Iodoethane → 1,3-diethyl-1H-indazole-6-carboxylic acid methoxy-methyl-amide

HRID 2113722노트

반응식

HRID 2113722 반응식
[CH3:1][C:2](C)([O-])C.[K+].ICC.[CH3:10][O:11][N:12]([CH3:26])[C:13]([C:15]1[CH:23]=[C:22]2[C:18]([C:19]([CH2:24][CH3:25])=[N:20][NH:21]2)=[CH:17][CH:16]=1)=[O:14].C(OCC)(=O)C>C1COCC1>[CH3:10][O:11][N:12]([CH3:26])[C:13]([C:15]1[CH:23]=[C:22]2[C:18]([C:19]([CH2:24][CH3:25])=[N:20][N:21]2[CH2:1][CH3:2])=[CH:17][CH:16]=1)=[O:14]

참가 물질

6

반응물 4

HCID 6340IodoethaneHCID 8857Ethyl AcetateHCID 23665647Potassium tert-butoxideHCID 178438012HCID 178438012, 화합물

생성물 1

HCID 598108331,3-diethyl-1H-indazole-6-carboxylic acid methoxy-methyl-amide수율 111.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A mixture of potassium tert-butoxide (0.144 g, 1.28 mmol) and iodoethane (0.20 g, 1.28 mmol) in THF (1 mL) was added to a solution of 3-ethyl-1H-indazole-6-carboxylic acid methoxy-methyl-amide (0.20 g, 0.86 mmol) in THF (3 mL) and the resulting mixture stirred at room temperature for 16 hours. Ethyl acetate (30 mL) was then added and the product was extracted with 0.5 N HCl (10 mL). The aqueous layer was then re-extracted with ethyl acetate (30 mL). The organics were combined, dried, filtered and concentrated to afford 250 mg of 1,3-diethyl-1H-indazole-6-carboxylic acid methoxy-methyl-amide that was used without further purification.

후처리

  1. extractionthe product was extracted with 0.5 N HCl (10 mL)
  2. extractionThe aqueous layer was then re-extracted with ethyl acetate (30 mL)
  3. customdried
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-5fbfcbd2e161455e8c12ef604d297d23
출처 데이터셋
uspto-grants-2008_10
특허 번호
US07432266B2

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