Hydrogen chloride-ethyl acetate → HCID 67397060, compound

HRID 1426848Notes

Reaction equation

HRID 1426848 reaction equation
[C:1]([C:3]1[C:8]([C:9]2[N:13]([S:14]([C:17]3[CH:21]=[CH:20][O:19][CH:18]=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:19]1[CH:20]=[CH:21][C:17]([S:14]([N:13]2[CH:12]=[C:11]([CH2:22][NH:23][CH3:24])[CH:10]=[C:9]2[C:8]2[C:3]([C:1]#[N:2])=[N:4][CH:5]=[CH:6][CH:7]=2)(=[O:16])=[O:15])=[CH:18]1

Participants

5

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 67397240HCID 67397240, compound

Product 1

HCID 67397060HCID 67397060, compoundYield 84%

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of tert-butyl {[5-(2-cyanopyridin-3-yl)-1-(3-furylsulfonyl)-1H-pyrrol-3-yl]methyl}methylcarbamate (175 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 126 mg, 84%).

Workup

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

Sources & evidence

ORD record
ord-a85d3b60662841e589b3063442b9fc24
Source dataset
uspto-grants-2015_01
Patent number
US08933105B2

Reaction notes

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