Triethylamine → HCID 86754329, compound

HRID 583433Notes

Reaction equation

HRID 583433 reaction equation
C(N(CC)CC)C.[F:8][C:9]([F:43])([F:42])[C:10]1[CH:11]=[C:12]([CH:35]=[C:36]([C:38]([F:41])([F:40])[F:39])[CH:37]=1)[C:13]([N:15]([CH:17]([CH:22]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH2:18][C:19]([OH:21])=O)[CH3:16])=[O:14].[CH:44]1([C:50]2[CH:56]=[CH:55][C:53]([NH2:54])=[CH:52][CH:51]=2)[CH2:49][CH2:48][CH2:47][CH2:46][CH2:45]1>C(Cl)Cl>[CH:44]1([C:50]2[CH:51]=[CH:52][C:53]([NH:54][C:19](=[O:21])[CH2:18][CH:17]([N:15]([C:13](=[O:14])[C:12]3[CH:35]=[C:36]([C:38]([F:41])([F:40])[F:39])[CH:37]=[C:10]([C:9]([F:42])([F:8])[F:43])[CH:11]=3)[CH3:16])[CH:22]([C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=3)[C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)=[CH:55][CH:56]=2)[CH2:45][CH2:46][CH2:47][CH2:48][CH2:49]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 807644-CyclohexylbenzenamineHCID 21310519HCID 21310519, compound

Product 1

HCID 86754329HCID 86754329, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 0.05 ml (0.362 mmol) of triethylamine and 37 mg (0.0726 mmol) of 3-[N-(3,5-bistrifluoromethyl-benzoyl)-N-methyl-amino]-4,4-diphenyl-butanoic acid in 0.5 ml of methylene chloride and a solution of 30.6 mg (0.289 mmol) of 1-propanephosphonic acid anhydride in 0.5 ml of methylene chloride are added in succession to 15.2 mg (0.087 mmol) of 4-cyclohexylaniline and the mixture is left to stand at room temperature for 24 hours. The reaction mixture is then washed with 0.5 ml of a 1N aqueous potassium carbonate solution. The organic phase is concentrated by evaporation in a vacuum centrifuge. The title compound is obtained in the form of a white foam. TLC: methylene chloride/methanol (95:5) Rf =0.44

Workup

  1. waitthe mixture is left
  2. washThe reaction mixture is then washed with 0.5 ml of a 1N aqueous potassium carbonate solution
  3. concentrationThe organic phase is concentrated by evaporation in a vacuum centrifuge

Sources & evidence

ORD record
ord-8314217a65524cdb9c523fe47503322f
Source dataset
uspto-grants-1999_07
Patent number
US05929067

Reaction notes

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