Hydrochloric Acid → 5-Chloropyrazine-2-carbohydrazide

HRID 1889002ノート

反応式

HRID 1889002 の反応式
[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

参加物

4

反応物 2

HCID 313Hydrochloric Acid2 回HCID 86666738HCID 86666738、化合物

生成物 1

HCID 457897975-Chloropyrazine-2-carbohydrazide

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒3 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0d63b09ce26d4dedbc08389d95032263
出典データセット
uspto-grants-2013_08
特許番号
US08501946B2

反応ノート

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