Hydrogen chloride-ethyl acetate → HCID 67511628, compound

HRID 623427Notes

Reaction equation

HRID 623427 reaction equation
[CH3:1][N:2]([CH:10]([C:12]1[CH:13]=[N:14][C:15]([O:18][CH2:19][C:20]([F:23])([F:22])[F:21])=[CH:16][CH:17]=1)[CH3:11])C(=O)OC(C)(C)C.C(OC(=O)C)C.[ClH:30]>>[ClH:30].[CH3:1][NH:2][CH:10]([C:12]1[CH:13]=[N:14][C:15]([O:18][CH2:19][C:20]([F:22])([F:23])[F:21])=[CH:16][CH:17]=1)[CH3:11]

Participants

3

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 67508958HCID 67508958, compound

Product 1

HCID 67511628HCID 67511628, compoundYield 42%

Procedure

tert-butyl methyl(1-(6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl)carbamate (198 mg, 0.59 mmol, Step-2, single enantiomer) is dissolved in 4M hydrochloric acid ethyl acetate solution (3 mL). The mixture is stirred at room temperature for 1.5 hours. After concentration under reduced pressure, the residue is crystallized from n-hexane to give 68 mg (42% yield) of the title compound as a white solid.

Workup

  1. concentrationAfter concentration under reduced pressure
  2. customthe residue is crystallized from n-hexane

Sources & evidence

ORD record
ord-3a33bf1200ac4c999b22089c44d9b03a
Source dataset
uspto-grants-2016_04
Patent number
US09302991B2

Reaction notes

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