Potassium Carbonate → HCID 68855422, compound

HRID 1986992Notes

Reaction equation

HRID 1986992 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-35c8b74fb6214aaea507cbcc11fb692b
Source dataset
uspto-grants-2009_06
Patent number
US07550456B2

Reaction notes

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