4-(3-(Trifluoromethyl)phenyl)-1-piperazineethanol → Ethyl 2-(8-trifluoromethyl-4-quinolinylamino)-5-fluorobenzoate

HRID 224594Notes

Reaction equation

HRID 224594 reaction equation
[F:1][C:2]([F:26])([F:25])[C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[N:11]=[CH:10][CH:9]=[C:8]2[NH:13][C:14]1[CH:23]=[CH:22][C:21]([F:24])=[CH:20][C:15]=1[C:16]([O:18][CH3:19])=[O:17].F[C:28](F)(F)C1C=C(N2CCN(CCO)CC2)C=CC=1>>[F:26][C:2]([F:1])([F:25])[C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[N:11]=[CH:10][CH:9]=[C:8]2[NH:13][C:14]1[CH:23]=[CH:22][C:21]([F:24])=[CH:20][C:15]=1[C:16]([O:18][CH2:19][CH3:28])=[O:17]

Participants

3

Reactant 2

HCID 2179944-(3-(Trifluoromethyl)phenyl)-1-piperazineethanolHCID 23331699Methyl 2-(8-trifluoromethyl-4-quinolinylamino)-5-fluoro-benzoate

Product 1

HCID 86737324Ethyl 2-(8-trifluoromethyl-4-quinolinylamino)-5-fluorobenzoate

Procedure

Using the procedure of Example 13, methyl 2-(8-trifluoromethyl-4-quinolinylamino)-5-fluoro-benzoate and 2-[-4-(3-trifluoromethylphenyl)-piperazin-1-yl]-ethanol were reacted to obtain 2-[4-3-trifluoromethylphenyl)-piperazin-1-yl]-ethyl 2-(8-trifluoromethyl-4-quinolinylamino)-5-fluorobenzoate. The said product was dissolved in absolute ethanol and an ethanolic solution of hydrogen chloride was added thereto followed by anhydrous ether. The mixture crystallized was vacuum filtered and the product was washed with anhydrous ether and was dried to form the desired hydrochloride salt melting at 230°-240° C.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-6cb0733c43ea4c23ba30073be53b3ff7
Source dataset
uspto-grants-1980_11
Patent number
US04233305

Reaction notes

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