Tert-butyl 2-({1-[4-(5-cyanopyridin-2-yl)phenyl]cyclopropyl}carbonyl)hydrazinecarboxylate → 1-[4-(5-Cyanopyridin-2-yl)phenyl]cyclopropanecarbohydrazide

HRID 1424091ノート

反応式

HRID 1424091 の反応式
[C:1]([C:3]1[CH:4]=[CH:5][C:6]([C:9]2[CH:14]=[CH:13][C:12]([C:15]3([C:18]([NH:20][NH:21]C(OC(C)(C)C)=O)=[O:19])[CH2:17][CH2:16]3)=[CH:11][CH:10]=2)=[N:7][CH:8]=1)#[N:2]>Cl.O1CCOCC1>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([C:9]2[CH:14]=[CH:13][C:12]([C:15]3([C:18]([NH:20][NH2:21])=[O:19])[CH2:17][CH2:16]3)=[CH:11][CH:10]=2)=[N:7][CH:8]=1)#[N:2]

参加物

3

反応物 1

HCID 86712938Tert-butyl 2-({1-[4-(5-cyanopyridin-2-yl)phenyl]cyclopropyl}carbonyl)hydrazinecarboxylate

生成物 1

HCID 867129401-[4-(5-Cyanopyridin-2-yl)phenyl]cyclopropanecarbohydrazide収率 97%

試薬・触媒・溶媒 1

HCID 204431481,4-Dioxane hydrochloride溶媒

実験手順

A solution of the compound (72.7 g, 192 mmol) obtained in Example 60-2) in 2 N hydrochloric acid-dioxane (728 mL) was stirred at room temperature for 30 min and further at 50° C. for 30 min. The reaction mixture was cooled to room temperature, the solvent was distilled off under reduced pressure, dichloromethane was added to the residue, and the organic layer was washed with saturated sodium hydrogencarbonate and saturated sodium chloride solution in this order and then dried with anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The residue was solidified with a mixed solvent (600 mL) of ethyl acetate and hexane (1:5) and collected by filtration. The obtained solid was dried under reduced pressure to obtain the title compound (51.7 g, 97%) as a white solid.

後処理

  1. distillationthe solvent was distilled off under reduced pressure, dichloromethane
  2. additionwas added to the residue
  3. washthe organic layer was washed with saturated sodium hydrogencarbonate and saturated sodium chloride solution in this order
  4. dry with materialdried with anhydrous sodium sulfate
  5. distillationThe solvent was distilled off under reduced pressure
  6. filtrationcollected by filtration
  7. customThe obtained solid was dried under reduced pressure

出典と根拠

ORDレコード
ord-85ba769329d24fcdb98b7cd3f6542052
出典データセット
uspto-grants-2015_01
特許番号
US08927536B2

反応ノート

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