Hydrochloric Acid → 2-(Pyridin-3-YL)-[1,2,4]triazolo[1,5-A]pyridin-6-amine

HRID 588421ノート

反応式

HRID 588421 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[N:23]=[C:10]3[CH:11]=[CH:12][C:13]([NH:15]C(=O)OC(C)(C)C)=[CH:14][N:9]3[N:8]=2)[CH:2]=1.Cl.C(OCC)C>ClCCl>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[N:23]=[C:10]3[CH:11]=[CH:12][C:13]([NH2:15])=[CH:14][N:9]3[N:8]=2)[CH:2]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 89464387Tert-butyl 2-(pyridin-3-yl)-[1,2,4]triazolo[1,5-a]pyridin-6-ylcarbamate

生成物 1

HCID 717437892-(Pyridin-3-YL)-[1,2,4]triazolo[1,5-A]pyridin-6-amine収率 53.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
25 °C

実験手順

A mixture of tert-butyl 2-(pyridin-3-yl)-[1,2,4]triazolo[1,5-a]pyridin-6-ylcarbamate (1.34 g, 4.3 mmol), dichloromethane (10 ml) and hydrochloric acid (5 molar in diethyl ether (36.0 g, 30 ml, 987 mmol) was stirred for 18 hours at 25° C. The solvents were evaporated under reduced pressure and the residue treated with sodium hydroxide solution (2 molar in water). The mixture was extracted with ethyl acetate, the organic layers were washed with water and brine, dried over magnesium sulfate, filtrated and evaporated to dryness, affording 2-pyridin-3-yl-[1,2,4]triazolo[1,5-a]pyridin-6-ylamine (482 mg, 53%) as light brown solid. Mp.: 230° C. MS: m/z=212.1 (M+H+).

後処理

  1. customThe solvents were evaporated under reduced pressure
  2. additionthe residue treated with sodium hydroxide solution (2 molar in water)
  3. extractionThe mixture was extracted with ethyl acetate
  4. washthe organic layers were washed with water and brine
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltrated
  7. customevaporated to dryness

出典と根拠

ORDレコード
ord-0972373d06274224a0852bf9aac234f5
出典データセット
uspto-grants-2016_01
特許番号
US09227970B2

反応ノート

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