Hydrochloric Acid → HCID 9892443, compound

HRID 1728661Notes

Reaction equation

HRID 1728661 reaction equation
[CH2:1]([N:5]1[CH2:10][CH2:9][C@@H:8]([C:11]2[CH:16]=[CH:15][C:14]([N:17]([CH3:19])[CH3:18])=[CH:13][CH:12]=2)[C@H:7]([CH2:20][OH:21])[CH2:6]1)[CH2:2][CH2:3][CH3:4].F[C:23]1[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][CH:24]=1.CC(C)([O-])C.[K+].C1(N)C(F)=C(F)C(F)=C(N)C=1F.[ClH:51].Cl.Cl>CN(C)C=O.CC(C)=O>[ClH:51].[ClH:51].[CH2:1]([N:5]1[CH2:10][CH2:9][C@@H:8]([C:11]2[CH:12]=[CH:13][C:14]([N:17]([CH3:18])[CH3:19])=[CH:15][CH:16]=2)[C@H:7]([CH2:20][O:21][C:23]2[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][CH:24]=2)[CH2:6]1)[CH2:2][CH2:3][CH3:4]

Participants

8

Reactant 5

HCID 313Hydrochloric AcidHCID 67873Benzene, 1-fluoro-4-(trifluoromethyl)-HCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 23665647Potassium tert-butoxideHCID 70053150HCID 70053150, compound

Product 1

HCID 9892443HCID 9892443, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 6228DimethylformamideSolvent

Procedure

The piperidine base was prepared as described above from (±)-trans-1-butyl-3-hydroxymethyl-4-(4-dimethylaminophenyl)piperidine and 4-fluorobenzotrifluoride in dimethyl formamide with potassium tert-butoxide. The dihydrochloride was precipitated from an acetone solution by addition of 2.2 equivalents of conc. hydrochloric acid. The filtrate was evaporated at reduced pressure and the residue redispensed in acetone giving in all about 90% of the dihydrochloride. M.p. 211°-215° C.

Workup

  1. customThe filtrate was evaporated at reduced pressure

Sources & evidence

ORD record
ord-92674c130a0b4e1ca1f5824f492ca230
Source dataset
uspto-grants-1994_07
Patent number
US05328917

Reaction notes

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