Acetic Anhydride → HCID 23145654, compound

HRID 13407Notes

Reaction equation

HRID 13407 reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].[N:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[NH:18][C:17]2[CH:19]=[C:20]([CH:37]3[CH2:41][CH2:40][CH2:39][NH:38]3)[C:21]([O:23][C:24]3[CH:25]=[CH:26][C:27]([N:30]4[CH:35]=[CH:34][CH:33]=[CH:32][C:31]4=[O:36])=[N:28][CH:29]=3)=[CH:22][C:16]=2[N:15]=1>C(Cl)(Cl)Cl>[C:1]([N:38]1[CH2:39][CH2:40][CH2:41][CH:37]1[C:20]1[C:21]([O:23][C:24]2[CH:25]=[CH:26][C:27]([N:30]3[CH:35]=[CH:34][CH:33]=[CH:32][C:31]3=[O:36])=[N:28][CH:29]=2)=[CH:22][C:16]2[N:15]=[C:14]([C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][N:8]=3)[NH:18][C:17]=2[CH:19]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 23145247HCID 23145247, compound

Product 1

HCID 23145654HCID 23145654, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

0.003 ml of acetic anhydride was added to a chloroform (1 ml) solution of 6.5 mg of 5′-((2-pyridin-2-yl-6-pyrrolidin-2-yl-1H-benzimidazol-5-yl)oxy)-2H-1,2′-bipyridin-2-one enantiomer A obtained in Example 554, and the reaction liquid was stirred at room temperature for 30 minutes. The reaction solvent was evaporated away, and the resulting residue was purified through partitioning thin-layer chromatography (Kieselgel™ 60F254, Art 5744 (by Merck), chloroform/methanol=10/1) to obtain one chiral form of the entitled compound as a white solid.

Workup

  1. customA obtained in Example 554
  2. customthe reaction liquid
  3. customThe reaction solvent was evaporated away
  4. customthe resulting residue was purified
  5. customthrough partitioning thin-layer chromatography (Kieselgel™ 60F254, Art 5744 (by Merck), chloroform/methanol=10/1)

Sources & evidence

ORD record
ord-808eff1172dd4209b2853126098f854a
Source dataset
uspto-grants-2010_06
Patent number
US07728025B2

Reaction notes

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