Sodium Hydroxide → HCID 57652402、化合物

HRID 1930217ノート

反応式

HRID 1930217 の反応式
Cl.[NH:2]1[CH2:7][CH2:6][CH:5]([O:8][C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[C:15](=[O:19])[NH:14][CH:13]=[CH:12]3)[CH2:4][CH2:3]1.[Cl:20]N1C(=O)CCC1=O.[OH-].[Na+]>S(=O)(=O)(O)O>[Cl:20][C:10]1[C:9]([O:8][CH:5]2[CH2:4][CH2:3][NH:2][CH2:7][CH2:6]2)=[CH:18][CH:17]=[C:16]2[C:11]=1[CH:12]=[CH:13][NH:14][C:15]2=[O:19]

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 31398ChlorosuccinimideHCID 426359186-[(Piperidin-4-yl)oxy]isoquinolin-1(2H)-one--hydrogen chloride (1/1)

生成物 1

HCID 57652402HCID 57652402、化合物

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

反応条件

温度
50 °C

実験手順

60 mg (0.21 mmol) 6-(piperidin-4-yloxy)-2H-isoquinolin-1-one-hydrochloride (12) were dissolved in 5 mL of concentrated sulphuric acid. At 0° C. 28.6 mg (0.21 mmol) of N-chloro succinimide were added and the mixture was stirred at 50° C. After 2 h the solution was poured on ice and the pH was brought to about 12 by adding solid NaOH. The aqueous solution was extracted twice with dichloromethane. The organic layers were dried with MgSO4 and evaporated. The crude product was purified by preparative HPLC. The obtained trifluoroacetate was dissolved in 2 N HCl and the solvent was removed i. vac. Dissolving the residue in water, followed by lyophilization gave the desired product as HCl-salt. Rt=0.86 min (Method A). Detected mass: 279.1/281.1 (M+H+).

後処理

  1. customAt 0° C
  2. additionAfter 2 h the solution was poured on ice
  3. extractionThe aqueous solution was extracted twice with dichloromethane
  4. dry with materialThe organic layers were dried with MgSO4
  5. customevaporated
  6. customThe crude product was purified by preparative HPLC
  7. dissolutionThe obtained trifluoroacetate was dissolved in 2 N HCl
  8. customthe solvent was removed i
  9. dissolutionDissolving the residue in water

出典と根拠

ORDレコード
ord-0b095eb88b64451289ef1d7b099b0f89
出典データセット
uspto-grants-2012_05
特許番号
US08188117B2

反応ノート

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