Trifluoroacetic acid → HCID 19784341, compound

HRID 257092Notes

Reaction equation

HRID 257092 reaction equation
[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]/[C:4]([OH:6])=[O:5].[F:9][C:10]1[CH:32]=[CH:31][C:13]([CH2:14][N:15]([CH:17]2[CH2:22][CH2:21][N:20]([C:23]3[CH:28]=[CH:27][C:26]([CH:29]=O)=[CH:25][CH:24]=3)[CH2:19][CH2:18]2)[CH3:16])=[CH:12][CH:11]=1.C([SiH](CC)CC)C.FC(F)(F)C(O)=O>>[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]/[C:4]([OH:6])=[O:5].[F:9][C:10]1[CH:32]=[CH:31][C:13]([CH2:14][N:15]([CH:17]2[CH2:22][CH2:21][N:20]([C:23]3[CH:24]=[CH:25][C:26]([CH3:29])=[CH:27][CH:28]=3)[CH2:19][CH2:18]2)[CH3:16])=[CH:12][CH:11]=1

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 19784372HCID 19784372, compound

Product 1

HCID 19784341HCID 19784341, compoundYield 50.2%

Procedure

2.6 g (7.9 mmol) of the amine from Example 25 were reduced with 2.8 g (23.7 mmol) of triethylsilane and 9.0 g of trifluoroacetic acid in a similar manner to Example 14. 1.7 g of 4-(N-(4-fluorobenzyl)-N-methylamino)-1-(4-tolyl)piperidine fumarate were obtained. Melting point 146° C.

Sources & evidence

ORD record
ord-a5df3e4c1f104d8d978d32c0f60efed6
Source dataset
uspto-grants-1993_11
Patent number
US05260318

Reaction notes

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