Potassium Carbonate → 1-Acetyl-2-(5-(4-(methanesulfonyl)phenoxy)-2-pyridin-2-yl-1H-benzimidazol-6-yl)pyrrolidin-3-ol
Reaction equation
C(=O)([O-])[O-].[K+].[K+].C([O:10][CH:11]1[CH2:15][CH2:14][N:13]([C:16](=[O:18])[CH3:17])[CH:12]1[C:19]1[C:20]([O:34][C:35]2[CH:40]=[CH:39][C:38]([S:41]([CH3:44])(=[O:43])=[O:42])=[CH:37][CH:36]=2)=[CH:21][C:22]2[N:26]=[C:25]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][N:28]=3)[NH:24][C:23]=2[CH:33]=1)(=O)C>CO>[C:16]([N:13]1[CH2:14][CH2:15][CH:11]([OH:10])[CH:12]1[C:19]1[C:20]([O:34][C:35]2[CH:36]=[CH:37][C:38]([S:41]([CH3:44])(=[O:42])=[O:43])=[CH:39][CH:40]=2)=[CH:21][C:22]2[N:26]=[C:25]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][N:28]=3)[NH:24][C:23]=2[CH:33]=1)(=[O:18])[CH3:17]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
5 mg of potassium carbonate was added to a methanol (2 ml) solution of 14 mg of (1-acetyl-2-(5-(4-(methanesulfonyl)phenoxy)-2-pyridin-2-yl-1H-benzimidazol-6-yl)pyrrolidin-3-yl acetate diastereomer A obtained in Example 468, and the reaction liquid was stirred overnight at room temperature. The solvent was evaporated away, and the resulting residue was purified through partitioning thin-layer chromatography (Kieselgel™ 60F254, Art 5744 (by Merck), chloroform/methanol=15/1) to obtain the entitled compound as a white solid.
Workup
- customA obtained in Example 468
- customthe reaction liquid
- customThe solvent was evaporated away
- customthe resulting residue was purified
- customthrough partitioning thin-layer chromatography (Kieselgel™ 60F254, Art 5744 (by Merck), chloroform/methanol=15/1)
Sources & evidence
- ORD record
- ord-ea2fd19b10cc473f81a0dc506a42929c
- Source dataset
- uspto-grants-2010_06
- Patent number
- US07728025B2
Reaction notes
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