4-Aminopyridine → HCID 15521669、化合物

HRID 2303387ノート

反応式

HRID 2303387 の反応式
[C:1](Cl)(=[O:5])[C:2](Cl)=[O:3].[N+:7]([C:10]1[CH:25]=[CH:24][C:13]([CH2:14][N:15]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH:17]=[CH:16]2)=[CH:12][CH:11]=1)([O-:9])=[O:8].[NH2:26][C:27]1[CH:32]=[CH:31][N:30]=[CH:29][CH:28]=1>CCOCC.O1CCCC1>[N:30]1[CH:31]=[CH:32][C:27]([NH:26][C:1](=[O:5])[C:2]([C:17]2[C:18]3[C:23](=[CH:22][CH:21]=[CH:20][CH:19]=3)[N:15]([CH2:14][C:13]3[CH:12]=[CH:11][C:10]([N+:7]([O-:9])=[O:8])=[CH:25][CH:24]=3)[CH:16]=2)=[O:3])=[CH:28][CH:29]=1

参加物

6

反応物 3

HCID 17274-AminopyridineHCID 65578Oxalyl chlorideHCID 42892251-[(4-Nitrophenyl)methyl]-1H-indole

生成物 1

HCID 15521669HCID 15521669、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 4.50 ml of oxalyl chloride in 50 ml of ether is treated dropwise with a solution of 10.09 g (0.04 mol) of 1-(4-nitrobenzyl)indole in 50 ml of ether at OC [sic] and under a nitrogen atmosphere. The mixture is heated at reflux temperature for 2 hours and the solvent is then evaporated. 100 ml of tetrahydrofuran are added to the residue, it is cooled to −5° C. and a solution of of [sic] 9.32 g (0.099 mol) of 4-aminopyridine in 400 ml of tetrahydrofuran is added dropwise. The mixture is heated to reflux 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 tetrahydrofuran, the filtrate is concentrated in vacuo and the residue is recrystallized from ethyl acetate.

後処理

  1. temperatureThe mixture is heated
  2. temperatureat reflux temperature for 2 hours
  3. customthe solvent is then evaporated
  4. addition100 ml of tetrahydrofuran are added to the residue, it
  5. temperatureThe mixture is heated
  6. temperatureto reflux for 3 hours
  7. filtrationThe 4-aminopyridine hydrochloride is filtered off with suction
  8. washthe precipitate is washed with tetrahydrofuran
  9. concentrationthe filtrate is concentrated in vacuo
  10. customthe residue is recrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-16d07ce07eda4bc098a3b8d54a458e59
出典データセット
uspto-grants-2002_08
特許番号
US06432987B1

反応ノート

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