2,4-Difluorobenzoyl chloride → HCID 58582384, compound

HRID 1610831Notes

Reaction equation

HRID 1610831 reaction equation
Cl.[CH3:2][C:3]1[NH:7][C:6]2[CH:8]([CH3:13])[CH2:9][CH:10]([CH3:12])[CH2:11][C:5]=2[N:4]=1.[F:14][C:15]1[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:16]=1[C:17](Cl)=[O:18]>C(#N)C>[F:14][C:15]1[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:16]=1[C:17]([O:18]/[C:17](/[C:16]1[CH:20]=[CH:21][C:22]([F:24])=[CH:23][C:15]=1[F:14])=[CH:2]\[C:3]1[N:4]([C:17](=[O:18])[C:16]2[CH:20]=[CH:21][C:22]([F:24])=[CH:23][C:15]=2[F:14])[C:5]2[CH2:11][CH:10]([CH3:12])[CH2:9][CH:8]([CH3:13])[C:6]=2[N:7]=1)=[O:18]

Participants

4

Reactant 2

HCID 5880812,4-Difluorobenzoyl chlorideHCID 178432334HCID 178432334, compound

Product 1

HCID 58582384HCID 58582384, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

380 mg (1.89 mmol) of 2,5,7-Trimethyl-4,5,6,7-tetrahydro-1H-benzimidazole hydrochloride (example X, step 3) is dissolved in 10 ml acetonitrile. 1.19 ml (8.52 mmol) TEA is added and the solution is cooled with an ice bath. 1.10 g (6.25 mmol) of 2,4-difluorobenzoyl chloride is dropped to the reaction mixture, which then is stirred at rt for 24 h. The solvent is evaporated and water is added to the crude. After it is stirred for a few minutes the water is decanted. This step is repeated twice. The crude is transferred to the next step (example 1, step 5).

Workup

  1. temperaturethe solution is cooled with an ice bath
  2. customThe solvent is evaporated
  3. additionwater is added to the crude
  4. stirringAfter it is stirred for a few minutes the water
  5. customis decanted

Sources & evidence

ORD record
ord-eb88d46b92504e318c719bd3f89b5934
Source dataset
uspto-grants-2006_01
Patent number
US06984646B2

Reaction notes

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