Benzyl chloroformate → Benzyl (S)-2-(6-hydroxy-1H-indazol-1-yl)-1-methylethylcarbamate

HRID 1815970

반응식

HRID 1815970 반응식
[NH2:1][C@@H:2]([CH3:14])[CH2:3][N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([OH:13])[CH:11]=2)[CH:6]=[N:5]1.C(=O)(O)[O-].[Na+].Cl[C:21]([O:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:22]>C1COCC1>[OH:13][C:10]1[CH:11]=[C:12]2[C:7]([CH:6]=[N:5][N:4]2[CH2:3][C@@H:2]([NH:1][C:21](=[O:22])[O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH3:14])=[CH:8][CH:9]=1

참가 물질

5

반응물 3

HCID 10387Benzyl chloroformateHCID 516892Sodium Bicarbonate2회HCID 135453290AL-34662

생성물 1

HCID 135487328Benzyl (S)-2-(6-hydroxy-1H-indazol-1-yl)-1-methylethylcarbamate수율 543%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a suspension of 1-((S)-2-aminopropyl)-1H-indazol-6-ol (2.00 g, 10.5 mmol) in THF (20 mL) was added saturated aqueous sodium bicarbonate (10 mL) and benzyl chloroformate (1.50 mL, 1.5 mmol). The mixture was stirred until all of the solid starting amine dissolved. After stirring at ambient temperature for 45 minutes saturated aqueous sodium bicarbonate (150 mL) was added and the mixture was extracted with ethyl acetate (3×150 mL). The combined extracts were dried (MgSO4) and evaporated to give a tan foam (2.65 g, 78%): LC/MS (+APCI) m/z 326 (M+H).

후처리

  1. dissolutiondissolved
  2. additionwas added
  3. extractionthe mixture was extracted with ethyl acetate (3×150 mL)
  4. dry with materialThe combined extracts were dried (MgSO4)
  5. customevaporated

출처 및 근거

ORD 기록
ord-a8a19e51dcec4122a09882618fe5603a
출처 데이터셋
uspto-grants-2005_04
특허 번호
US06881749B2

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