Hydrochloric Acid → 5-Chloropyrazine-2-carbohydrazide

HRID 1889002노트

반응식

HRID 1889002 반응식
[Cl:1][C:2]1[N:3]=[CH:4][C:5]([C:8]([NH:10][NH:11]C(OC(C)(C)C)=O)=[O:9])=[N:6][CH:7]=1.Cl>O1CCOCC1>[Cl:1][C:2]1[N:3]=[CH:4][C:5]([C:8]([NH:10][NH2:11])=[O:9])=[N:6][CH:7]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric Acid2회HCID 86666738HCID 86666738, 화합물

생성물 1

HCID 457897975-Chloropyrazine-2-carbohydrazide

시약·촉매·용매 1

HCID 312751,4-Dioxane용매3회

실험 절차

To a solution of 1,1-dimethylethyl 2-[(5-chloro-2-pyrazinyl)carbonyl]hydrazine carboxylate (I48) (2.182 g, 8 mmol) in 1,4-dioxane (20 mL) was added 4M HCl in 1,4-dioxane (20.00 mL, 80 mmol). The solution was then stirred under argon for 4 hours. Analysis by LCMS showed some sign of starting material still present thus 4M HCl in 1,4-dioxane (8.00 mL, 32.0 mmol) was added. The solvent was then evaporated in vacuo and the remaining solid was loaded onto an SCX cartridge (2×10 g). The solid was then washed with methanol (2×30 mL) before being eluted from the cartridge by 2M NH3/MeOH. TLC confirmed product location and the solvent from the combined fractions was evaporated in vacuo. The solid was triturated with diethyl ether, filtered, and washed with diethyl ether to afford product in 1.02 g.

후처리

  1. additionwas added
  2. customThe solvent was then evaporated in vacuo
  3. washThe solid was then washed with methanol (2×30 mL)
  4. washbefore being eluted from the cartridge by 2M NH3/MeOH
  5. customthe solvent from the combined fractions was evaporated in vacuo
  6. customThe solid was triturated with diethyl ether
  7. filtrationfiltered
  8. washwashed with diethyl ether
  9. customto afford product in 1.02 g

출처 및 근거

ORD 기록
ord-0d63b09ce26d4dedbc08389d95032263
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08501946B2

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