Hydrochloric Acid → N4-[4-(tert-Butyl)-1,3-thiazol-2-yl]-2-aminoisonicotinamide

HRID 1828441ノート

反応式

HRID 1828441 の反応式
[C:1]([C:5]1[N:6]=[C:7]([NH:10][C:11](=[O:22])[C:12]2[CH:17]=[CH:16][N:15]=[C:14]([NH:18]C(=O)C)[CH:13]=2)[S:8][CH:9]=1)([CH3:4])([CH3:3])[CH3:2].Cl>C(O)C>[C:1]([C:5]1[N:6]=[C:7]([NH:10][C:11](=[O:22])[C:12]2[CH:17]=[CH:16][N:15]=[C:14]([NH2:18])[CH:13]=2)[S:8][CH:9]=1)([CH3:4])([CH3:2])[CH3:3]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 22063745N4-[4-(tert-Butyl)-1,3-thiazol-2-yl]-2-(acetylamino)isonicotinamide

生成物 1

HCID 22063525N4-[4-(tert-Butyl)-1,3-thiazol-2-yl]-2-aminoisonicotinamide収率 52.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
85 °C

実験手順

N4-[4-(tert-Butyl)-1,3-thiazol-2-yl]-2-(acetylamino)isonicotinamide (546 mg) dissolved in ethanol (12 ml) was added dropwise with concentrated hydrochloric acid (1.2 ml) at room temperature and stirred at 80-90° C. for 1 hour. The reaction solution was returned to room temperature, concentrated under reduced pressure, neutralized with 1 N sodium hydroxide and extracted with chloroform. The organic layer was dried over magnesium sulfate and concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (chloroform→chloroform:methanol=60:1→20:1) to obtain 247.2 mg (52%) of the title compound as white crystals.

後処理

  1. customwas returned to room temperature
  2. concentrationconcentrated under reduced pressure
  3. extractionextracted with chloroform
  4. dry with materialThe organic layer was dried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customthe resulting residue was purified by silica gel column chromatography (chloroform→chloroform:methanol=60:1→20:1)

出典と根拠

ORDレコード
ord-a4174dac4bad4b44b79eb207637c13c5
出典データセット
uspto-grants-2006_06
特許番号
US07056917B2

反応ノート

読み込み中…