Hydrogen chloride-ethyl acetate → HCID 67395819, compound

HRID 1426847Notes

Reaction equation

HRID 1426847 reaction equation
[C:1]([C:3]1[C:8]([C:9]2[N:13]([S:14]([C:17]3[O:18][CH:19]=[CH:20][CH:21]=3)(=[O:16])=[O:15])[CH:12]=[C:11]([CH2:22][N:23](C)[C:24](=O)OC(C)(C)C)[CH:10]=2)=[CH:7][CH:6]=[CH:5][N:4]=1)#[N:2].C(OCC)(=O)C.[ClH:38]>C(OCC)(=O)C.CC(O)C>[ClH:38].[O:18]1[CH:19]=[CH:20][CH:21]=[C:17]1[S:14]([N:13]1[CH:12]=[C:11]([CH2:22][NH:23][CH3:24])[CH:10]=[C:9]1[C:8]1[C:3]([C:1]#[N:2])=[N:4][CH:5]=[CH:6][CH:7]=1)(=[O:16])=[O:15]

Participants

5

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 67399824HCID 67399824, compound

Product 1

HCID 67395819HCID 67395819, compoundYield 77%

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of tert-butyl {[5-(2-cyanopyridin-3-yl)-1-(2-furylsulfonyl)-1H-pyrrol-3-yl]methyl}methylcarbamate (193 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 ethanol to give the title compound as a white solid (yield 127 mg, 77%).

Workup

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

Sources & evidence

ORD record
ord-033a435bcbb942c49f1ca7be8d4f4872
Source dataset
uspto-grants-2015_01
Patent number
US08933105B2

Reaction notes

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