Potassium Carbonate → HCID 68855422, compound

HRID 1725790Notes

Reaction equation

HRID 1725790 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([CH:14]([C:29]2([OH:35])[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]2)[CH2:15][N:16]2[CH2:21][CH2:20][N:19](C(OC(C)(C)C)=O)[CH2:18][CH2:17]2)[CH:9]=1.C(=O)([O-])[O-].[K+].[K+].[C:42]([OH:49])(=[O:48])/[CH:43]=[CH:44]\[C:45]([OH:47])=[O:46]>CO>[C:42]([OH:49])(=[O:48])/[CH:43]=[CH:44]\[C:45]([OH:47])=[O:46].[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([CH:14]([C:29]2([OH:35])[CH2:30][CH2:31][CH2:32][CH2:33][CH2:34]2)[CH2:15][N:16]2[CH2:17][CH2:18][NH:19][CH2:20][CH2:21]2)[CH:9]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 444266Maleic AcidHCID 68852018HCID 68852018, compound

Product 1

HCID 68855422HCID 68855422, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In an analogous manner to Example 135, step 4 1-[1-(2′-fluoro-11′-biphenyl-3-yl)-2-piperazin-1-ylethyl]cyclohexanol dihydrochloride was prepared from tert-butyl 4-[2-(2′-fluoro-biphenyl-3-yl)-2-(1-hydroxycyclohexyl)ethyl]piperazine-1-carboxylate. The compound was neutralized with 10% aqueous potassium carbonate, and the residue dissolved in methanol. One equivalent of maleic acid was then added and the solution was concentrated. The product was triturated with diethyl ether to yield 1-[1-(2′-fluoro-1,1′-biphenyl-3-yl)-2-piperazin-1-ylethyl]cyclohexanol maleate as a colorless solid. MS (ESI) m/z 383 ([M+H]+); Anal. Calcd for C24H31FN2O. C4H4O4. 0.50H2O: C, 66.25; H, 7.15; N, 5.52. Found: C, 66.03; H, 7.38; N, 5.31.

Workup

  1. concentrationthe solution was concentrated
  2. customThe product was triturated with diethyl ether

Sources & evidence

ORD record
ord-c78d4bf954b045dbb7578467b0402d0b
Source dataset
uspto-grants-2009_02
Patent number
US07491723B2

Reaction notes

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