Triethylamine → HCID 89106744, compound

HRID 871885Notes

Reaction equation

HRID 871885 reaction equation
[CH3:1][S:2][C:3]1[N:8]=[C:7]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:6]([C:16]([OH:18])=O)=[CH:5][N:4]=1.C(N(CC)CC)C.N1C(F)=NC(F)=NC=1[F:28]>C(Cl)Cl>[CH3:1][S:2][C:3]1[N:8]=[C:7]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:6]([C:16]([F:28])=[O:18])=[CH:5][N:4]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 12664Cyanuric fluorideHCID 18375083HCID 18375083, compound

Product 1

HCID 89106744HCID 89106744, compoundYield 103.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution containing 2.88 g (11.02 mmol) of the product prepared in step 20.2 and 2.1 mL (15.0 mmol) of triethylamine in 55 mL of CH2Cl2 are added 1.40 mL (16.53 mmol) of cyanuric fluoride. The mixture is stirred at room temperature overnight and washed twice with 50 mL of ice-cold aqueous NaHCO3 solution. The organic phase is washed with 75 mL of ice-cold water and dried over MgSO4. The solvent is then evaporated off under reduced pressure. 3.0 g of the expected product are obtained in the form of a yellow solid. The yield is quantitative.

Workup

  1. washwashed twice with 50 mL of ice-cold aqueous NaHCO3 solution
  2. washThe organic phase is washed with 75 mL of ice-cold water
  3. dry with materialdried over MgSO4
  4. customThe solvent is then evaporated off under reduced pressure

Sources & evidence

ORD record
ord-c93870a5ae0947debc69980d58b0154c
Source dataset
uspto-grants-2015_03
Patent number
US08975250B2

Reaction notes

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