Tert-Butylamine → HCID 10219990, compound

HRID 586786Notes

Reaction equation

HRID 586786 reaction equation
[C:1]([NH2:5])([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[F:13][C:14]1[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:15]=1[C:16](Cl)=[O:17].C([O-])(O)=O.[Na+]>ClCCl>[C:1]([NH:5][C:16](=[O:17])[C:15]1[CH:19]=[CH:20][C:21]([F:23])=[CH:22][C:14]=1[F:13])([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 4

HCID 6385Tert-ButylamineHCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 5880812,4-Difluorobenzoyl chloride

Product 1

HCID 10219990HCID 10219990, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of t-butylamine (0.2962 g, 4.05 mmol) and triethylamine (0.70 ml, 5.02 mmol) in dichloromethane (2 ml) was cooled to 0° C. in an ice-bath. To the above solution was added a solution of 2,4-difluorobenzoyl chloride (0.3652 g, 2.07 mmol) in dichloromethane (3 ml) dropwise and stirred for 2.5 hours. The mixture was added to saturated aqueous NaHCO3 and extracted three times with ethyl acetate. The combined extracts were washed with saturated aqueous NaHCO3 and dried over MgSO4. The solvent was evaporated to give the title compound (0.4086 g; 93%).

Workup

  1. extractionextracted three times with ethyl acetate
  2. washThe combined extracts were washed with saturated aqueous NaHCO3
  3. dry with materialdried over MgSO4
  4. customThe solvent was evaporated

Sources & evidence

ORD record
ord-3f1fb4d76db04b04be7eba709a04a185
Source dataset
uspto-grants-2005_08
Patent number
US06936736B2

Reaction notes

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