Sodium Hydroxide → HCID 57652402, 화합물

HRID 1930217노트

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HRID 1930217 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

HCID 57652402HCID 57652402, 화합물

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

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온도
50 °C

실험 절차

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+).

후처리

  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

출처 및 근거

ORD 기록
ord-0b095eb88b64451289ef1d7b099b0f89
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08188117B2

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