Hydrogen chloride-ethyl acetate → HCID 67397574, compound

HRID 1426858Notes

Reaction equation

HRID 1426858 reaction equation
[CH3:1][N:2]([CH2:10][C:11]1[CH:15]=[C:14]([C:16]2[C:17](=[O:23])[N:18]([CH3:22])[CH:19]=[CH:20][CH:21]=2)[N:13]([S:24]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)(=[O:26])=[O:25])[CH:12]=1)C(=O)OC(C)(C)C.C(OCC)(=O)C.[ClH:39]>C(OCC)(=O)C.C(O)C>[ClH:39].[CH3:22][N:18]1[CH:19]=[CH:20][CH:21]=[C:16]([C:14]2[N:13]([S:24]([C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)(=[O:26])=[O:25])[CH:12]=[C:11]([CH2:10][NH:2][CH3:1])[CH:15]=2)[C:17]1=[O:23]

Participants

5

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 67396040HCID 67396040, compound

Product 1

HCID 67397574HCID 67397574, compoundYield 78%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

tert-Butyl methyl{[5-(1-methyl-2-oxo-1,2-dihydropyridin-3-yl)-1-(phenylsulfonyl)-1H-pyrrol-3-yl]methyl}carbamate (9.9 mg) was dissolved in ethyl acetate (0.5 mL) and ethanol (0.5 mL), and 4 mol/L hydrogen chloride-ethyl acetate solution (1 mL) was added. After stirring at room temperature for 2 hr, the reaction mixture was concentrated under reduced pressure. The residue was solidified with diisopropyl ether to give the title compound as a pale-gray solid (yield 5.7 mg, 78%).

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-b46bb4a2b8e54f839a3b4bf793e81ddb
Source dataset
uspto-grants-2015_01
Patent number
US08933105B2

Reaction notes

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