Hydrochloric Acid → HCID 66891793, compound

HRID 456231Notes

Reaction equation

HRID 456231 reaction equation
[CH3:1][O:2][C:3](=[O:38])[CH2:4][C:5]1[CH:6]=[C:7]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][C:14]=2[CH2:23][N:24]2[C:28](=[O:29])[C:27]([CH3:36])([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[NH:26][C:25]2=[O:37])[C:8]([O:11][CH3:12])=[CH:9][CH:10]=1.[H-].[Na+].Br[CH2:42][C:43]([O:45][CH3:46])=[O:44].Cl>CN(C=O)C.C(Cl)Cl.O>[CH3:1][O:2][C:3](=[O:38])[CH2:4][C:5]1[CH:6]=[C:7]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:21])([F:22])[F:20])=[CH:15][C:14]=2[CH2:23][N:24]2[C:28](=[O:29])[C:27]([CH3:36])([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[N:26]([CH2:42][C:43]([O:45][CH3:46])=[O:44])[C:25]2=[O:37])[C:8]([O:11][CH3:12])=[CH:9][CH:10]=1

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 60984Methyl bromoacetateHCID 66892278HCID 66892278, compound

Product 1

HCID 66891793HCID 66891793, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

To [6-methoxy-2′-(4-methyl-2,5-dioxo-4-phenyl-imidazolidin-1-ylmethyl)-4′-trifluoromethyl-biphenyl-3-yl]-acetic acid methyl ester (0.087 g, 0.16 mmol) in DMF (0.9 mL) was added sodium hydride (60% in mineral oil; 0.013 g, 0.20 mmol), followed by methyl bromoacetate (0.02 mL, 0.18 mmol), and the reaction was stirred for 40 minutes. The mixture was worked-up with H2O, CH2Cl2, and 1N aqueous HCl, and then purified by silica gel chromatography (0-50% EtOAc in hexanes) to give the title compound.

Workup

  1. custompurified by silica gel chromatography (0-50% EtOAc in hexanes)

Sources & evidence

ORD record
ord-89b6020aebd9494b9b091a6a8bacb787
Source dataset
uspto-grants-2013_07
Patent number
US08497381B2

Reaction notes

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