Oxalyl chloride → HCID 58825034, compound

HRID 1023081Notes

Reaction equation

HRID 1023081 reaction equation
[F:1][C:2]([F:20])([F:19])[C:3]1[CH:4]=[C:5]([CH:16]=[CH:17][CH:18]=1)[O:6][C:7]1[CH:15]=[CH:14][C:10]([C:11](O)=[O:12])=[CH:9][CH:8]=1.C(Cl)(=O)C([Cl:24])=O>C1COCC1.CN(C=O)C>[F:1][C:2]([F:20])([F:19])[C:3]1[CH:4]=[C:5]([CH:16]=[CH:17][CH:18]=1)[O:6][C:7]1[CH:15]=[CH:14][C:10]([C:11]([Cl:24])=[O:12])=[CH:9][CH:8]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 18445868632366-11-1

Product 1

HCID 58825034HCID 58825034, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of compound 29d (100 mg, 0.35 mmol) in THF (2 mL) was added oxalyl dichloride (46 μL, 0.53 mmol) dropwise at 0° C., followed by addition of 2 drops of DMF. The resulting mixture was stirred at 0° C. for 3 h, and was then warmed up to room temperature overnight. The solvents were removed under reduced pressure, and the residue, compound 29e, was dried under reduced pressure for 2 h and then used in the next step without further purification.

Workup

  1. temperaturewas then warmed up to room temperature overnight
  2. customThe solvents were removed under reduced pressure
  3. dry with materialthe residue, compound 29e, was dried under reduced pressure for 2 h
  4. customused in the next step without further purification

Sources & evidence

ORD record
ord-6470798f57444896bee7e854dc2beca5
Source dataset
uspto-grants-2014_05
Patent number
US08722658B2

Reaction notes

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