Hydrogen chloride-ethyl acetate → HCID 67396745, compound

HRID 1426853Notes

Reaction equation

HRID 1426853 reaction equation
[C:1]([C:3]1[C:8]([C:9]2[N:13]([S:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[CH3:23])(=[O:16])=[O:15])[CH:12]=[C:11]([CH2:24][N:25](C)[C:26](=O)OC(C)(C)C)[CH:10]=2)=[CH:7][CH:6]=[CH:5][N:4]=1)#[N:2].C(OCC)(=O)C.[ClH:40]>C(OCC)(=O)C.CC(O)C>[ClH:40].[CH3:26][NH:25][CH2:24][C:11]1[CH:10]=[C:9]([C:8]2[C:3]([C:1]#[N:2])=[N:4][CH:5]=[CH:6][CH:7]=2)[N:13]([S:14]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[CH3:23])(=[O:16])=[O:15])[CH:12]=1

Participants

5

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 67398885HCID 67398885, compound

Product 1

HCID 67396745HCID 67396745, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of tert-butyl ({5-(2-cyanopyridin-3-yl)-1-[(2-methylphenyl)sulfonyl]-1H-pyrrol-3-yl}methyl)methylcarbamate (202 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 157 mg, 90%).

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-6048c895471d4e299d2c91416c76bbd4
Source dataset
uspto-grants-2015_01
Patent number
US08933105B2

Reaction notes

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