Isopropylamine → HCID 53636231, compound

HRID 1838101Notes

Reaction equation

HRID 1838101 reaction equation
C(O[C:4](=[O:19])[C:5]([F:18])([F:17])[CH:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[N+:14]([O-:16])=[O:15])[OH:7])C.[CH:20]([NH2:23])([CH3:22])[CH3:21]>CCO>[CH3:21][CH:20]([NH:23][C:4](=[O:19])[C:5]([F:17])([F:18])[CH:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[N+:14]([O-:16])=[O:15])[OH:7])[CH3:22]

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 15673275HCID 15673275, compound

Product 1

HCID 53636231HCID 53636231, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of the ester from Step 1 (1.50 g, 5.45 mmol) in EtOH (20 mL) was added isopropylamine (1.86 mL, 21.8 mmol). The solution was heated to reflux for 20 h and cooled to ambient temperature. Concentration under a nitrogen atmosphere afforded the amide quantitatively: Anal. Calc'd. for C12H14F2N2O4 plus 0.15 mol H2O: C, 49.54; H, 4.95; N, 9.63. Found: C, 49.52; H, 5.52; N, 9.46.

Workup

  1. temperatureThe solution was heated
  2. temperatureto reflux for 20 h
  3. concentrationConcentration under a nitrogen atmosphere

Sources & evidence

ORD record
ord-e42cc513483c4cbb8b602af5f2e0f76a
Source dataset
uspto-grants-2004_01
Patent number
US06673788B2

Reaction notes

Loading…