Triethylamine → HCID 71239167, compound

HRID 1508179Notes

Reaction equation

HRID 1508179 reaction equation
[CH3:1][O:2][C:3](=[O:15])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11](=O)[NH2:12])[C:6]=1[Cl:14].CCN(CC)CC.FC(F)(F)S(OS(C(F)(F)F)(=O)=O)(=O)=O>C(Cl)Cl>[CH3:1][O:2][C:3](=[O:15])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11]#[N:12])[C:6]=1[Cl:14]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 67749Trifluoromethanesulfonic anhydrideHCID 71239327HCID 71239327, compound

Product 1

HCID 71239167HCID 71239167, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-chloro-3-carbamoylphenylacetic acid methyl ester (0.35 mmol) in 5 mL DCM were added 0.15 mL Et3N followed by trifluoromethanesulfonic acid anhydride (0.70 mmol) at 0° C. The ice bath was removed and the reaction mixture was stirred at RT. After 30 min, water was added and the mixture was extracted with DCM (3×). The combined organic layers were dried over MgSO4 and concentrated in vacuo to obtain the desired compound as brown oil.

Workup

  1. customThe ice bath was removed
  2. additionwater was added
  3. extractionthe mixture was extracted with DCM (3×)
  4. dry with materialThe combined organic layers were dried over MgSO4
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-c931c771811f4049a39e8e96ab82e5bf
Source dataset
uspto-grants-2015_12
Patent number
US09221832B2

Reaction notes

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