Potassium Carbonate → HCID 18401681, compound

HRID 1018570Notes

Reaction equation

HRID 1018570 reaction equation
[F:1][C:2]([F:33])([F:32])[C:3]1[CH:4]=[C:5]([CH:25]=[C:26]([C:28]([F:31])([F:30])[F:29])[CH:27]=1)[C:6]([N:8]1[CH2:24][CH2:23][C:11]2([N:15]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:14][NH:13][C:12]2=[O:22])[CH2:10][CH2:9]1)=[O:7].C(=O)([O-])[O-].[K+].[K+].COCCOCCN(CCOCCOC)CCOCCOC.[Cl:62][C:63]1[CH:68]=[C:67](Cl)[N:66]=[CH:65][N:64]=1>C1(C)C(C)=CC=CC=1.Cl[Cu]>[F:33][C:2]([F:1])([F:32])[C:3]1[CH:4]=[C:5]([CH:25]=[C:26]([C:28]([F:31])([F:30])[F:29])[CH:27]=1)[C:6]([N:8]1[CH2:9][CH2:10][C:11]2([N:15]([C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH2:14][N:13]([C:67]3[CH:68]=[C:63]([Cl:62])[N:64]=[CH:65][N:66]=3)[C:12]2=[O:22])[CH2:23][CH2:24]1)=[O:7]

Participants

7

Reactant 4

HCID 11430Potassium CarbonateHCID 709434,6-DichloropyrimidineHCID 112414Ethanamine, 2-(2-methoxyethoxy)-N,N-bis[2-(2-methoxyethoxy)ethyl]-HCID 184017258-(3,5-Bis-trifluoromethyl-benzoyl)-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one

Product 1

HCID 18401681HCID 18401681, compoundYield 24%

Reagents, catalysts & solvents 2

HCID 62652Cuprous chlorideCatalystHCID 7237O-XyleneSolvent

Procedure

A mixture of 8-(3,5-bis-trifluoromethyl-benzoyl)-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one (0.1 g, 0.21 mmol), potassium carbonate (59 mg, 0.42 mmol), CuCl (2 mg, 0.021 mmol), tris[2-(2-methoxyethoxy)-ethyl]-amine (1.5 μL) and 4,6-dichloropyrimidine (32 mg, 0.21 mmol) in xylene (5 mL) was stirred and boiled for 18 h. The mixture was cooled, washed with water, ammonia in water (10%) and water again. Evaporation of the solvent yielded a residue which was purified by chromatography on silica gel (ethyl acetate/n-hexane 1:2) to yield the desired product (29 mg, 24%), m.p. 212-214° C. and MS: m/e=584.1 (M+H+).

Workup

  1. temperatureThe mixture was cooled
  2. washwashed with water, ammonia in water (10%) and water again
  3. customEvaporation of the solvent
  4. customyielded a residue which
  5. customwas purified by chromatography on silica gel (ethyl acetate/n-hexane 1:2)

Sources & evidence

ORD record
ord-8618f2ce25ac4f02afc6fb00bf8c31c3
Source dataset
uspto-grants-2002_11
Patent number
US06482829B2

Reaction notes

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