Hydrogen chloride-ethyl acetate → HCID 67397295, compound

HRID 1426854Notes

Reaction equation

HRID 1426854 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([N:11]1[C:15]([C:16]2[C:17]([C:22]#[N:23])=[N:18][CH:19]=[CH:20][CH:21]=2)=[CH:14][C:13]([CH2:24][N:25](C)[C:26](=O)OC(C)(C)C)=[CH:12]1)(=[O:10])=[O:9].C(OCC)(=O)C.Cl>C(OCC)(=O)C.CC(O)C>[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([N:11]1[CH:12]=[C:13]([CH2:24][NH:25][CH3:26])[CH:14]=[C:15]1[C:16]1[C:17]([C:22]#[N:23])=[N:18][CH:19]=[CH:20][CH:21]=1)(=[O:10])=[O:9]

Participants

5

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 67396571HCID 67396571, compound

Product 1

HCID 67397295HCID 67397295, compoundYield 157%

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of tert-butyl {[1-[(2-chlorophenyl)sulfonyl]-5-(2-cyanopyridin-3-yl)-1H-pyrrol-3-yl]methyl}methylcarbamate (211 mg) in ethyl acetate (2 mL) and 2-propanol (1 mL) was added 4 mol/L hydrogen chloride-ethyl acetate solution (3 mL), and the mixture was stirred at room temperature for 2 hr. The reaction mixture was concentrated under reduced pressure, and the residue was recrystallized from a mixed solvent of ethanol-water to give the title compound as a white solid (yield 144 mg, 78%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was recrystallized from a mixed solvent of ethanol-water

Sources & evidence

ORD record
ord-d3cc05c987654613a967d1dffccb5b72
Source dataset
uspto-grants-2015_01
Patent number
US08933105B2

Reaction notes

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