Hydrogen chloride-ethyl acetate → HCID 67395367, compound

HRID 1426856Notes

Reaction equation

HRID 1426856 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[S:9]([N:12]1[C:16]([C:17]2[C:18]([C:23]#[N:24])=[N:19][CH:20]=[CH:21][CH:22]=2)=[CH:15][C:14]([CH2:25][N:26](C)[C:27](=O)OC(C)(C)C)=[CH:13]1)(=[O:11])=[O:10])#[N:2].C(OCC)(=O)C.[ClH:41]>C(OCC)(=O)C.C(O)C>[ClH:41].[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[S:9]([N:12]1[CH:13]=[C:14]([CH2:25][NH:26][CH3:27])[CH:15]=[C:16]1[C:17]1[C:18]([C:23]#[N:24])=[N:19][CH:20]=[CH:21][CH:22]=1)(=[O:11])=[O:10])#[N:2]

Participants

5

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 67396658HCID 67396658, compound

Product 1

HCID 67395367HCID 67395367, compoundYield 89%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

tert-Butyl {[1-[(2-cyanophenyl)sulfonyl]-5-(2-cyanopyridin-3-yl)-1H-pyrrol-3-yl]methyl}methylcarbamate (239 mg) was dissolved in ethyl acetate (2 mL) and ethanol (2 mL), and 4 mol/L hydrogen chloride-ethyl acetate solution (4 mL) was added. After stirring at room temperature for 2 hr, the reaction mixture was concentrated under reduced pressure, and the residue was recrystallized from ethanol to give the title compound (yield 185 mg, yield 89%).

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-d290c242091844689aba73748a5a42d3
Source dataset
uspto-grants-2015_01
Patent number
US08933105B2

Reaction notes

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