tert-Butyl bromoacetate → HCID 178451205、化合物

HRID 343400ノート

反応式

HRID 343400 の反応式
Cl.[Br:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7]([CH:12]3[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]3)=[N:8][NH:9]2)=[CH:5][CH:4]=1.Br[CH2:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21].C(=O)(O)[O-].[Na+]>CN(C=O)C>[NH3:8].[C:23]([O:22][C:20](=[O:21])[CH2:19][N:15]1[CH2:16][CH2:17][CH:12]([C:7]2[C:6]3[C:10](=[CH:11][C:3]([Br:2])=[CH:4][CH:5]=3)[NH:9][N:8]=2)[CH2:13][CH2:14]1)([CH3:26])([CH3:25])[CH3:24]

参加物

6

反応物 3

HCID 79177tert-Butyl bromoacetateHCID 516892Sodium BicarbonateHCID 178419305HCID 178419305、化合物

生成物 2

HCID 222AmmoniaHCID 178451205HCID 178451205、化合物収率 98.9%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 6-bromo-3-piperidin-4-yl-1H-indazole hydrochloride (500 mg, 1.78 mmol), tert-butyl bromoacetate (0.29 ml, 1.78 mmol), sodium bicarbonate (150 mg, 1.87 mmol), and DMF (10 ml) was stirred at +23° under nitrogen for 18 h The mixture was evaporated in vacuo, treated with aqueous saturated sodium bicarbonate (25 ml), and extracted with ethyl acetate (50 ml). The dried (Na2SO4) organic layer was evaporated in vacuo onto silica gel (Merck 7734). Purification by flash chromatography over silica gel (Merck 9385), eluting with dichloromethane--ethanol--880 ammonia (gradient 967:30:3 to 945:50:5) afforded the title compound as fine white crystals (347 mg).

後処理

  1. customwas evaporated in vacuo
  2. additiontreated with aqueous saturated sodium bicarbonate (25 ml)
  3. extractionextracted with ethyl acetate (50 ml)
  4. dry with materialThe dried (Na2SO4) organic layer
  5. customwas evaporated in vacuo onto silica gel (Merck 7734)
  6. customPurification by flash chromatography over silica gel (Merck 9385)
  7. washeluting with dichloromethane

出典と根拠

ORDレコード
ord-c3aeedb40bc8494e84ca2351578a8e66
出典データセット
uspto-grants-1999_01
特許番号
US05861414

反応ノート

読み込み中…