Potassium Carbonate → ethyl 2-ethoxy-3-(4-{2-[2-(pentafluoroethyl)-1H-benzimidazol-1 yl]ethoxy}phenyl)propanoate

HRID 273360Notes

Reaction equation

HRID 273360 reaction equation
Br[CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH:12]([O:18][CH2:19][CH3:20])[C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:7][CH:6]=1.[F:21][C:22]([F:36])([C:27]1[NH:31][C:30]2[CH:32]=[CH:33][CH:34]=[CH:35][C:29]=2[N:28]=1)[C:23]([F:26])([F:25])[F:24].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH2:19]([O:18][CH:12]([CH2:11][C:8]1[CH:9]=[CH:10][C:5]([O:4][CH2:3][CH2:2][N:28]2[C:29]3[CH:35]=[CH:34][CH:33]=[CH:32][C:30]=3[N:31]=[C:27]2[C:22]([F:21])([F:36])[C:23]([F:26])([F:25])[F:24])=[CH:6][CH:7]=1)[C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH3:20]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 11002461Ethyl 2-ethoxy-3-[4-(2-bromoethoxy)-phenyl]propanoateHCID 127512132-(Pentafluoroethyl)-1H-benzimidazole

Product 1

HCID 86609608ethyl 2-ethoxy-3-(4-{2-[2-(pentafluoroethyl)-1H-benzimidazol-1 yl]ethoxy}phenyl)propanoate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

This compound was prepared from ethyl 3-[4-(2-bromoethoxy)phenyl]-2-ethoxypropanoate (371 mg, 1 mmol), 2-(pentafluoroethyl)-1H-benzimidazole (259 mg, 1.1 mmol), K2CO3 (552 mg, 4 mmol) and DMF (5 ml) using the procedure described in Step B of Example 1. Yield 420 mg (84%).

Sources & evidence

ORD record
ord-1c6e0ee8bd0e48ada264ea62952fff83
Source dataset
uspto-grants-2008_11
Patent number
US07456293B2

Reaction notes

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