Sodium Carbonate → (2-(2-(5-((2'-fluorobiphenyl-4-yl)oxy)-2-pyridin-2-yl-1H-benzimidazol-6-yl)pyrrolidin-1-yl)-2-oxoethyl)methylamine

HRID 13402

反応式

HRID 13402 の反応式
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

参加物

8

反応物 5

HCID 10340Sodium CarbonateHCID 83692Glycine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 204431481,4-Dioxane hydrochlorideHCID 231451105-((2'-fluorobiphenyl-4-yl)oxy)-2-pyridin-2-yl-6-pyrrolidin-2-yl-1H-benzimidazole

生成物 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

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 6212Chloroform溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-f9da335b69ef4a00928c107b43ef988a
出典データセット
uspto-grants-2010_06
特許番号
US07728025B2

関連ノート

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