Potassium Carbonate → HCID 68855422, compound

HRID 749671Notes

Reaction equation

HRID 749671 reaction equation
Cl.Cl.[F:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([CH:16]([C:24]2([OH:30])[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]2)[CH2:17][N:18]2[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]2)[CH:11]=1.FC1C=CC=CC=1C1C=CC=C(C(C2(O)CCCCC2)CN2CCN(C(OC(C)(C)C)=O)CC2)C=1.C(=O)([O-])[O-].[K+].[K+].[C:72]([OH:79])(=[O:78])/[CH:73]=[CH:74]\[C:75]([OH:77])=[O:76]>CO>[C:72]([OH:79])(=[O:78])/[CH:73]=[CH:74]\[C:75]([OH:77])=[O:76].[F:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([CH:16]([C:24]2([OH:30])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29]2)[CH2:17][N:18]2[CH2:19][CH2:20][NH:21][CH2:22][CH2:23]2)[CH:11]=1

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 444266Maleic AcidHCID 68852018HCID 68852018, compoundHCID 68852039HCID 68852039, 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-1,1′-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-77a9a079cf8649368ebeaed1800b486f
Source dataset
uspto-grants-2008_07
Patent number
US07402698B2

Reaction notes

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