Hydrogen chloride-ethyl acetate → HCID 67396335, compound

HRID 1426852Notes

Reaction equation

HRID 1426852 reaction equation
[C:1]([C:3]1[C:8]([C:9]2[N:13]([S:14]([C:17]3[CH:22]=[CH:21][C:20]([F:23])=[CH:19][C:18]=3[F:24])(=[O:16])=[O:15])[CH:12]=[C:11]([CH2:25][N:26](C)[C:27](=O)OC(C)(C)C)[CH:10]=2)=[CH:7][CH:6]=[CH:5][N:4]=1)#[N:2].C(OCC)(=O)C.[ClH:41]>C(OCC)(=O)C.CC(O)C>[ClH:41].[F:24][C:18]1[CH:19]=[C:20]([F:23])[CH:21]=[CH:22][C:17]=1[S:14]([N:13]1[CH:12]=[C:11]([CH2:25][NH:26][CH3:27])[CH:10]=[C:9]1[C:8]1[C:3]([C:1]#[N:2])=[N:4][CH:5]=[CH:6][CH:7]=1)(=[O:16])=[O:15]

Participants

5

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 67399301HCID 67399301, compound

Product 1

HCID 67396335HCID 67396335, compoundYield 74%

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of tert-butyl ({5-(2-cyanopyridin-3-yl)-1-[(2,4-difluorophenyl)sulfonyl]-1H-pyrrol-3-yl}methyl)methylcarbamate (208 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 134 mg, 74%).

Workup

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

Sources & evidence

ORD record
ord-e3d4a894167e4bb59c3e49aeff836313
Source dataset
uspto-grants-2015_01
Patent number
US08933105B2

Reaction notes

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