Ethylene carbonate → HCID 57886737, compound

HRID 2200028Notes

Reaction equation

HRID 2200028 reaction equation
[I:1][C:2]1[CH:3]=[N:4][NH:5][CH:6]=1.C1(=O)O[CH2:10][CH2:9][O:8]1>CN(C=O)C>[I:1][C:2]1[CH:3]=[N:4][N:5]([CH2:10][CH2:9][OH:8])[CH:6]=1

Participants

4

Reactant 2

HCID 7303Ethylene carbonateHCID 770224-Iodopyrazole

Product 1

HCID 57886737HCID 57886737, compoundYield 53.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 4-iodopyrazole (14.3 g, 73.9 mmol) and ethylene carbonate (6.83 g, 77.6 mmol) in DMF (50 mL) was stirred at 125° C. for 24 h. The cooled solution was concentrated under vacuum to leave a brown oil. The residue was purified by FCC, using 30-70% EtOAc in DCM, to give the title compound (9.36 g, 53%). LCMS (Method 1): Rt 2.24 min, m/z 239 [MH+].

Workup

  1. concentrationThe cooled solution was concentrated under vacuum
  2. customto leave a brown oil
  3. customThe residue was purified by FCC

Sources & evidence

ORD record
ord-54f20e08a273415da6ac210eb2f1bf43
Source dataset
uspto-grants-2016_06
Patent number
US09359354B2

Reaction notes

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