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4-Aminopyridine → HCID 9820865、化合物

HRID 613351
ノート
印刷プレビュー

反応式

HRID 613351 の反応式
[F:1][C:2]1[CH:17]=[CH:16][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH:9]=[CH:8]2)=[CH:4][CH:3]=1.[C:18](Cl)(=[O:22])[C:19](Cl)=[O:20].[NH2:24][C:25]1[CH:30]=[CH:29][N:28]=[CH:27][CH:26]=1>CCOCC.C1COCC1>[N:28]1[CH:29]=[CH:30][C:25]([NH:24][C:18](=[O:22])[C:19]([C:9]2[C:10]3[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=3)[N:7]([CH2:6][C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:17][CH:16]=3)[CH:8]=2)=[O:20])=[CH:26][CH:27]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 17274-AminopyridineHCID 65578Oxalyl chlorideHCID 9671271-(4-Fluorobenzyl)-1H-indole

生成物 1

HCID 9820865HCID 9820865、化合物

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒2 回HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-5 °C

実験手順

A solution of 4.75 g (21.1 mmol) of 1-(4-fluorobenzyl)indole in 25 ml of ether is added dropwise at 0° C. and under N2 to a solution of 2.25 ml of oxalyl chloride in 25 ml of ether. The mixture is refluxed for 2 hours and the solvent is then evaporated. 50 ml of tetrahydrofuran were [sic] then added to the residue, and the solution is cooled to -5° C. and treated dropwise with a solution of 4.66 g (49.5 mmol) of 4-aminopyridine in 200 ml of THF. The mixture is refluxed for 3 hours and allowed to stand at room temperature overnight. The 4-aminopyridine hydrochloride is filtered off with suction, the precipitate is washed with THF, the filtrate is concentrated in vacuo and the residue is recrystallized from ethyl acetate.

後処理

  1. temperatureThe mixture is refluxed for 2 hours
  2. customthe solvent is then evaporated
  3. additionthen added to the residue
  4. temperatureThe mixture is refluxed for 3 hours
  5. filtrationThe 4-aminopyridine hydrochloride is filtered off with suction
  6. washthe precipitate is washed with THF
  7. concentrationthe filtrate is concentrated in vacuo
  8. customthe residue is recrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-e3c5c7469d074523ae8cd1c80dece557
出典データセット
uspto-grants-1999_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06008231

反応ノート

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