Potassium Carbonate → HCID 15859059, compound

HRID 1600872Notes

Reaction equation

HRID 1600872 reaction equation
[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([C:15]3([C:22]#[C:23][C:24]4[CH:29]=[CH:28][CH:27]=[C:26]([NH:30]C(=O)C(F)(F)F)[CH:25]=4)[CH2:20][CH2:19][CH2:18][C:17](=[O:21])[CH2:16]3)[CH:10]=[CH:11][C:12]=2[O:13][CH3:14])[CH2:5][CH2:4][CH2:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+]>CO.O>[NH2:30][C:26]1[CH:25]=[C:24]([C:23]#[C:22][C:15]2([C:9]3[CH:10]=[CH:11][C:12]([O:13][CH3:14])=[C:7]([O:6][CH:1]4[CH2:5][CH2:4][CH2:3][CH2:2]4)[CH:8]=3)[CH2:20][CH2:19][CH2:18][C:17](=[O:21])[CH2:16]2)[CH:29]=[CH:28][CH:27]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 21830927HCID 21830927, compound

Product 1

HCID 15859059HCID 15859059, compoundYield 77.9%

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

To a solution of 3-(3-cyclopentyloxy-4-methoxyphenyl)-3-(3-trifluoroacetamidophenylethynyl)cyclohexan-1-one (0.62 g, 1.24 mmol) in 95:5 methanol/water (10 mL) under an argon atmosphere was added potassium carbonate (0.86 g, 6.2 mmol). The mixture was refluxed for 6 h and was stirred for 18 h at room temperature. The solid precipitate was collected and purified by trituration from ethyl acetate/hexanes to provide the title compound as a white solid (0.39 g, 77%), m.p. 100-102° C.

Workup

  1. temperatureThe mixture was refluxed for 6 h
  2. customThe solid precipitate was collected
  3. custompurified by trituration from ethyl acetate/hexanes

Sources & evidence

ORD record
ord-071ce8b207f14c1781b94f4585554f95
Source dataset
uspto-grants-1999_11
Patent number
US05977122

Reaction notes

Loading…