Trifluoromethanesulfonic acid → HCID 77230638, compound

HRID 1502130Notes

Reaction equation

HRID 1502130 reaction equation
[N+:1]([C:4]1[N:9]=[CH:8][C:7]([CH:10](C(OCC)=O)[C:11]([O:13][C:14](C)(C)[CH3:15])=[O:12])=[C:6]([CH3:23])[CH:5]=1)([O-:3])=[O:2].FC(F)(F)S(O)(=O)=O>C(Cl)Cl>[CH3:23][C:6]1[CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[N:9]=[CH:8][C:7]=1[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12]

Participants

4

Reactant 2

HCID 62406Trifluoromethanesulfonic acidHCID 123696841HCID 123696841, compound

Product 1

HCID 77230638HCID 77230638, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl ethyl (6-nitro-4-methylpyridin-3-yl)propanedioate (7.4 g, 22.8 mmol) was dissolved in DCM (100 mL) and treated with trifluoromethanesulfonic acid (25 mL). The reaction mixture stirred 12 h, then was concentrated in vacuo and dried under high vacuum. The resulting residue purified by flash chromatography (eluted with 2−>10% hexanes/ethyl acetate) to provide title compound.

Workup

  1. concentrationwas concentrated in vacuo
  2. customdried under high vacuum
  3. customThe resulting residue purified by flash chromatography (eluted with 2−>10% hexanes/ethyl acetate)

Sources & evidence

ORD record
ord-70893cd59f884fa59f3cf2e16fdaa36c
Source dataset
uspto-grants-2015_12
Patent number
US09206199B2

Reaction notes

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