Carbonic acid sodium salt (1:2) → (2-(2-(5-((2'-fluorobiphenyl-4-yl)oxy)-2-pyridin-2-yl-1H-benzimidazol-6-yl)pyrrolidin-1-yl)-2-oxoethyl)methylamine

HRID 13402

反应方程式

HRID 13402 反应方程式
C(O[C:6]([N:8](C)[CH2:9][C:10](O)=[O:11])=O)(C)(C)C.Cl.CN(C)CCCN=C=NCC.[F:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[C:33]1[CH:38]=[CH:37][C:36]([O:39][C:40]2[C:54]([CH:55]3[CH2:59][CH2:58][CH2:57][NH:56]3)=[CH:53][C:43]3[NH:44][C:45]([C:47]4[CH:52]=[CH:51][CH:50]=[CH:49][N:48]=4)=[N:46][C:42]=3[CH:41]=2)=[CH:35][CH:34]=1.Cl.O1CCOCC1.C(=O)([O-])[O-].[Na+].[Na+]>C(Cl)(Cl)Cl.N1C=CC=CC=1>[F:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[C:33]1[CH:34]=[CH:35][C:36]([O:39][C:40]2[C:54]([CH:55]3[CH2:59][CH2:58][CH2:57][N:56]3[C:10](=[O:11])[CH2:9][NH:8][CH3:6])=[CH:53][C:43]3[NH:44][C:45]([C:47]4[CH:52]=[CH:51][CH:50]=[CH:49][N:48]=4)=[N:46][C:42]=3[CH:41]=2)=[CH:37][CH:38]=1

参与物

8

反应物 5

HCID 10340Carbonic acid sodium salt (1:2)HCID 83692叔丁氧羰酰基肌氨酸HCID 27239391-乙基-(3-二甲基氨基丙基)碳酰二亚胺盐酸盐HCID 204431481,4-Dioxane hydrochlorideHCID 231451105-((2'-fluorobiphenyl-4-yl)oxy)-2-pyridin-2-yl-6-pyrrolidin-2-yl-1H-benzimidazole

产物 1

HCID 67482866(2-(2-(5-((2'-fluorobiphenyl-4-yl)oxy)-2-pyridin-2-yl-1H-benzimidazol-6-yl)pyrrolidin-1-yl)-2-oxoethyl)methylamine

试剂、催化剂与溶剂 2

HCID 1049吡啶溶剂HCID 6212三氯甲烷溶剂

实验过程

19 mg of N-(t-butoxycarbonyl)-N-methylglycine and 24 mg of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide monohydrochloride were added in order to a pyridin (1 ml) solution of 37 mg of 5-((2′-fluorobiphenyl-4-yl)oxy)-2-pyridin-2-yl-6-pyrrolidin-2-yl-1H-benzimidazole, and the reaction liquid was stirred at room temperature for 3 hours. 2 ml of 4 N hydrochloric acid-dioxane solution was added to the reaction liquid, and the reaction liquid was stirred at room temperature for 1 hour. The reaction liquid was diluted with chloroform, and made basic with aqueous saturated sodium carbonate added thereto, and the organic layer was washed with saturated saline and dried with anhydrous magnesium sulfate. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through silica gel column chromatography (developing solvent: chloroform/methanol=10/1) to obtain the entitled compound as a pale yellow solid.

后处理

  1. customthe reaction liquid
  2. customthe reaction liquid
  3. stirringwas stirred at room temperature for 1 hour
  4. customThe reaction liquid
  5. additionadded
  6. washthe organic layer was washed with saturated saline
  7. dry with materialdried with anhydrous magnesium sulfate
  8. customThe solvent was evaporated away under reduced pressure
  9. customthe resulting residue was purified through silica gel column chromatography (developing solvent: chloroform/methanol=10/1)

来源与证据

ORD记录
ord-f9da335b69ef4a00928c107b43ef988a
来源数据集
uspto-grants-2010_06
专利号
US07728025B2

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