Triethylamine → HCID 178521536, compound

HRID 871845Notes

Reaction equation

HRID 871845 reaction equation
[Cl:1][C:2]1([C:14]([OH:16])=O)[N:7]=[C:6]([NH:8][CH:9]2[CH2:13][CH2:12][CH2:11][CH2:10]2)[CH:5]=[CH:4][NH:3]1.C(N(CC)CC)C.N1C(F)=NC(F)=NC=1[F:26]>ClCCl>[Cl:1][C:2]1([C:14]([F:26])=[O:16])[N:7]=[C:6]([NH:8][CH:9]2[CH2:13][CH2:12][CH2:11][CH2:10]2)[CH:5]=[CH:4][NH:3]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 12664Cyanuric fluorideHCID 178524665HCID 178524665, compound

Product 1

HCID 178521536HCID 178521536, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a suspension of 5.24 (21.68 mmol) of the product prepared in step 3.1 in 140 mL of dichloromethane are added 3.02 mL (21.68 mmol) of triethylamine and then 2.75 mL (35.52 mmol) of cyanuric fluoride. The mixture is stirred at room temperature for 4 hours and the solution is diluted with 150 mL of dichloromethane. The organic phase is washed three times with 200 mL of ice-cold aqueous NaHCO3, dried over MgSO4, filtered and concentrated under vacuum. 5.2 g of the expected product are obtained in the form of an orange solid. Yield=98%.

Workup

  1. washThe organic phase is washed three times with 200 mL of ice-cold aqueous NaHCO3
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-9c908c843abf4c8892e434343929d88f
Source dataset
uspto-grants-2015_03
Patent number
US08975250B2

Reaction notes

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