Triethylamine → HCID 67111125, compound

HRID 2080559Notes

Reaction equation

HRID 2080559 reaction equation
Cl.[Cl:2][C:3]1[C:4]([CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH:11]2[NH2:16])=[N:5][CH:6]=[C:7]([Cl:9])[CH:8]=1.C(N(CC)CC)C.[F:24][C:25]([F:36])([F:35])[C:26]1[CH:34]=[CH:33][CH:32]=[CH:31][C:27]=1[C:28](Cl)=[O:29]>ClCCl>[Cl:2][C:3]1[C:4]([CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH:11]2[NH:16][C:28](=[O:29])[C:27]2[CH:31]=[CH:32][CH:33]=[CH:34][C:26]=2[C:25]([F:24])([F:35])[F:36])=[N:5][CH:6]=[C:7]([Cl:9])[CH:8]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 675612-(Trifluoromethyl)benzoyl chlorideHCID 66918106HCID 66918106, compound

Product 1

HCID 67111125HCID 67111125, compoundYield 34.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

0.70 g of 2-[3,5-dichloro-2-pyridinyl]cyclohexanamine hydrochloride (0.00022 mol), 0.07 ml of triethylamine, 49 mg (0.00023 mol) of 2-trifluoromethylbenzoyl chloride are stirred in 3 ml of dichloromethane at room temperature overnight. Dichloromethane is added (5 ml) to the reaction mixture, which is washed twice with water (5 ml). After separation, the organic phase is dried over magnesium sulfate, filtered, concentrated to dryness and purified on silica to yield to 32 mg of N-{2-[3,5-dichloro-2-pyridinyl]-cyclohexyl}-2-(trifluoromethyl)benzamide (31%).

Workup

  1. washis washed twice with water (5 ml)
  2. customAfter separation
  3. dry with materialthe organic phase is dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated to dryness
  6. custompurified on silica

Sources & evidence

ORD record
ord-9f2b2e2bf6ef48b59b7b0dbf004081e4
Source dataset
uspto-grants-2011_04
Patent number
US07932396B2

Reaction notes

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