Hydrogen chloride-ethyl acetate → HCID 67396827, compound

HRID 1426831Notes

Reaction equation

HRID 1426831 reaction equation
[C:1]([C:3]1[C:4]([S:8]([N:11]2[C:15]([C:16]3[C:17]([F:22])=[N:18][CH:19]=[CH:20][CH:21]=3)=[C:14]([F:23])[C:13]([CH2:24][N:25](C)[C:26](=O)OC(C)(C)C)=[CH:12]2)(=[O:10])=[O:9])=[CH:5][S:6][CH:7]=1)#[N:2].C(OCC)(=O)C.[ClH:40]>C(OCC)(=O)C.CC(O)C>[ClH:40].[F:23][C:14]1[C:13]([CH2:24][NH:25][CH3:26])=[CH:12][N:11]([S:8]([C:4]2[C:3]([C:1]#[N:2])=[CH:7][S:6][CH:5]=2)(=[O:9])=[O:10])[C:15]=1[C:16]1[C:17]([F:22])=[N:18][CH:19]=[CH:20][CH:21]=1

Participants

5

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 67396667HCID 67396667, compound

Product 1

HCID 67396827HCID 67396827, compoundYield 74%

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of tert-butyl {[1-[(4-cyano-3-thienyl)sulfonyl]-4-fluoro-5-(2-fluoropyridin-3-yl)-1H-pyrrol-3-yl]methyl}methylcarbamate (181 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 1 hr. The reaction mixture was concentrated under reduced pressure, and the residue was recrystallized from a mixed solvent of ethyl acetate-ethanol to give the title compound as a white solid (yield 116 mg, 74%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was recrystallized from a mixed solvent of ethyl acetate-ethanol

Sources & evidence

ORD record
ord-a9008acb7363490fb7c7ca835f5653f1
Source dataset
uspto-grants-2015_01
Patent number
US08933105B2

Reaction notes

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