Hydrazine hydrate (1:1) → 4-Chloro-6-methyl-1H-pyrazolo[4,3-c]pyridine

HRID 2278816노트

반응식

HRID 2278816 반응식
[Cl:1][C:2]1[C:7]([CH:8]=O)=[C:6](Cl)[CH:5]=[C:4]([CH3:11])[N:3]=1.O.[NH2:13][NH2:14]>ClCCCl>[Cl:1][C:2]1[C:7]2[CH:8]=[N:13][NH:14][C:6]=2[CH:5]=[C:4]([CH3:11])[N:3]=1

참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 112524812,4-Dichloro-6-methylnicotinaldehyde

생성물 1

HCID 730127754-Chloro-6-methyl-1H-pyrazolo[4,3-c]pyridine

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

반응 조건

온도
80 °C

실험 절차

To a solution of 2,4-dichloro-6-methylpyridine-3-carbaldehyde (12 g, 63 mmol) in 1,2-dichloroethane (200 mL) was added hydrazine monohydrate (9.52 g, 0.190 mol), and the reaction mixture was heated at 80° C. for 18 hours. After removal of solvents in vacuo, the residue was suspended in water (150 mL) and stirred for 30 minutes. The resulting precipitate was collected by filtration and washed with petroleum ether (2×250 mL), then was suspended in chloroform (150 mL), stirred for 30 minutes and filtered. The chloroform suspension was repeated twice to afford the product as a white solid. Yield: 6.7 g, 40 mmol, 63%. LCMS m/z 168.1 [M+H+]. 1H NMR (400 MHz, DMSO-d6) δ 13.70 (br s, 1H), 8.21 (s, 1H), 7.38 (s, 1H), 2.52 (s, 3H).

후처리

  1. customAfter removal of solvents in vacuo
  2. filtrationThe resulting precipitate was collected by filtration
  3. washwashed with petroleum ether (2×250 mL)
  4. stirringstirred for 30 minutes
  5. filtrationfiltered

출처 및 근거

ORD 기록
ord-d8ea3bfbce64467b820ee7558a0f79e0
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09133190B2

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