Hydrogen chloride-ethyl acetate → HCID 67396643, compound

HRID 1426782Notes

Reaction equation

HRID 1426782 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][CH:18]=3)(=[O:16])=[O:15])[CH:12]=[C:11]([CH2:23][N:24](C)[C:25](=O)OC(C)(C)C)[CH:10]=2)=[CH:7][CH:6]=[CH:5][N:4]=1)#[N:2].C(OCC)(=O)C.[ClH:39]>C(OCC)(=O)C.CO>[ClH:39].[CH3:25][NH:24][CH2:23][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:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)(=[O:16])=[O:15])[CH:12]=1

Participants

5

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 67397939HCID 67397939, compound

Product 1

HCID 67396643HCID 67396643, compoundYield 59%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

tert-Butyl {[5-(2-cyanopyridin-3-yl)-1-(phenylsulfonyl)-1H-pyrrol-3-yl]methyl}methylcarbamate (250 mg) was dissolved in ethyl acetate (5 mL) and methanol (3 mL), and 4 mol/L hydrogen chloride-ethyl acetate solution (3 mL) was added. The mixture was stirred at room temperature for 4 hr, and concentrated under reduced pressure. The obtained residue was recrystallized from ethanol to give the title compound as colorless crystals (yield 127 mg, 59%).

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe obtained residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-4d6cf63984254308971720aa1d10e019
Source dataset
uspto-grants-2015_01
Patent number
US08933105B2

Reaction notes

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