盐酸 → HCID 86628810，化合物

HRID 2244635笔记

反应方程式

HRID 2244635 反应方程式
[F:1][C:2]([F:37])([F:36])[C:3]1[CH:4]=[C:5]([C:16]2[O:20][N:19]=[C:18]([C:21]3[CH:26]=[CH:25][N:24]4[CH:27]=[C:28]([CH2:30][C:31]([O:33]CC)=[O:32])[N:29]=[C:23]4[CH:22]=3)[N:17]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH:10]([CH3:15])[C:11]([F:14])([F:13])[F:12].[OH-].[Na+].[ClH:40].Cl.CCOC(C)=O>C1COCC1.CCOC(C)=O>[ClH:40].[F:37][C:2]([F:1])([F:36])[C:3]1[CH:4]=[C:5]([C:16]2[O:20][N:19]=[C:18]([C:21]3[CH:26]=[CH:25][N:24]4[CH:27]=[C:28]([CH2:30][C:31]([OH:33])=[O:32])[N:29]=[C:23]4[CH:22]=3)[N:17]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH:10]([CH3:15])[C:11]([F:12])([F:13])[F:14]

参与物

7

反应物 4

HCID 313盐酸HCID 14798氢氧化钠HCID 21866389Hydrogen chloride-ethyl acetateHCID 59214348Ethyl (7-{5-[3-(trifluoromethyl)-4-(2,2,2-trifluoro-1-methylethoxy)phenyl]-1,2,4-oxadiazol-3-yl}imidazo[1,2-a]pyridin-2-yl)acetate

产物 1

HCID 86628810HCID 86628810，化合物

试剂、催化剂与溶剂 2

HCID 8028四氢呋喃溶剂HCID 8857乙酸乙酯溶剂

反应条件

温度
80 °C

实验过程

To a solution of ethyl (7-{5-[3-(trifluoromethyl)-4-(2,2,2-trifluoro-1-methylethoxy)phenyl]-1,2,4-oxadiazol-3-yl}imidazo[1,2-a]pyridin-2-yl)acetate (230 mg) in THF (2.0 ml) was added a 1M aqueous NaOH solution (1.0 ml), followed by stirring at 80° C. for 2 hours. After cooling to room temperature, a 1 M HCl aqueous solution (1.0 ml) was added thereto, followed by extraction with chloroform. The organic layer was dried over anhydrous MgSO4, and then filtered, and the filtrate was concentrated. The residue was purified by silica gel column chromatography (chloroform:CH3OH=10:1 to 5:1) to obtain colorless powders. To a solution of this colorless powder in EtOAc was added a 4M HCl/EtOAc solution, followed by concentration. The resulting colorless powder was powdered/washed with IPE to obtain (7-{5-[3-(trifluoromethyl)-4-(2,2,2-trifluoro-1-methylethoxy)phenyl]-1,2,4-oxadiazol-3-yl}imidazo[1,2-a]pyridin-2-yl)acetic acid hydrochloride (180.4 mg) as colorless powders.

后处理

  1. temperatureAfter cooling to room temperature
  2. extractionfollowed by extraction with chloroform
  3. dry with materialThe organic layer was dried over anhydrous MgSO4
  4. filtrationfiltered
  5. concentrationthe filtrate was concentrated
  6. customThe residue was purified by silica gel column chromatography (chloroform:CH3OH=10:1 to 5:1)
  7. customto obtain colorless powders
  8. concentrationfollowed by concentration
  9. washThe resulting colorless powder was powdered/washed with IPE

来源与证据

ORD记录
ord-2436ea7e21364c2c8b93482733e3e972
来源数据集
uspto-grants-2010_03
专利号
US07678820B2

反应笔记

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