Hydrazine hydrate (1:1) → 4-chloro-N-(6-(hydrazinecarbonyl)pyridin-2-yl)picolinamide

HRID 1909464노트

반응식

HRID 1909464 반응식
C[O:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([NH:11][C:12]([C:14]2[CH:19]=[C:18]([Cl:20])[CH:17]=[CH:16][N:15]=2)=[O:13])[N:6]=1)=O.O.[NH2:22][NH2:23]>C(O)C>[Cl:20][C:18]1[CH:17]=[CH:16][N:15]=[C:14]([C:12]([NH:11][C:7]2[CH:8]=[CH:9][CH:10]=[C:5]([C:3]([NH:22][NH2:23])=[O:2])[N:6]=2)=[O:13])[CH:19]=1

참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 668487256-[(4-Chloro-pyridine-2-carbonyl)-amino]-pyridine-2-carboxylic acid methyl ester

생성물 1

HCID 581030194-chloro-N-(6-(hydrazinecarbonyl)pyridin-2-yl)picolinamide수율 92%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

The crude 6-[(4-chloro-pyridine-2-carbonyl)-amino]-pyridine-2-carboxylic acid methyl ester from the previous step (25.3 g, 87.8 mmol) was suspended in ethanol (200 mL), and hydrazine hydrate (21.3 mL, 439 mmol) was added. The reaction mixture was refluxed for 4 hours, solvent removed under reduced pressure, and the residue suspended in acetonitrile and collected by filtration. The solids were washed with acetonitrile (2×100 mL) and diethylether (2×100 mL), and dried under reduced pressure to afford 25.3 g (92% yield) of 4-chloro-N-(6-(hydrazinecarbonyl)pyridin-2-yl)picolinamide as a white solid.

후처리

  1. temperatureThe reaction mixture was refluxed for 4 hours
  2. customsolvent removed under reduced pressure
  3. filtrationcollected by filtration
  4. washThe solids were washed with acetonitrile (2×100 mL) and diethylether (2×100 mL)
  5. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-ac41145769674307a7cf139292de0b82
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08598360B2

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