Hydrogen chloride-ethyl acetate → HCID 69274571, compound

HRID 1426855Notes

Reaction equation

HRID 1426855 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([N:11]1[C:15]([C:16]2[C:17]([C:22]#[N:23])=[N:18][CH:19]=[CH:20][CH:21]=2)=[CH:14][C:13]([CH2:24][N:25](C)[C:26](=O)OC(C)(C)C)=[CH:12]1)(=[O:10])=[O:9].C(OCC)(=O)C.[ClH:40]>C(OCC)(=O)C.CC(O)C>[ClH:40].[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([N:11]1[CH:12]=[C:13]([CH2:24][NH:25][CH3:26])[CH:14]=[C:15]1[C:16]1[C:17]([C:22]#[N:23])=[N:18][CH:19]=[CH:20][CH:21]=1)(=[O:10])=[O:9]

Participants

5

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 67395221HCID 67395221, compound

Product 1

HCID 69274571HCID 69274571, compoundYield 78%

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of tert-butyl {[1-[(2-fluorophenyl)sulfonyl]-5-(2-cyanopyridin-3-yl)-1H-pyrrol-3-yl]methyl}methylcarbamate (218 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 2.5 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 147 mg, 78%).

Workup

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

Sources & evidence

ORD record
ord-205f39b1c0fd4e31b1b5994e992c6e17
Source dataset
uspto-grants-2015_01
Patent number
US08933105B2

Reaction notes

Loading…