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

HRID 2121888

反応式

HRID 2121888 の反応式
[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

参加物

5

反応物 3

HCID 10387Benzyl chloroformateHCID 516892Sodium Bicarbonate2 回HCID 135453290AL-34662

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-b8faec2d73aa460abac1bf62919ccd64
出典データセット
uspto-grants-2004_02
特許番号
US06696476B2

関連ノート

読み込み中…