Trifluoroacetic acid → HCID 86692460, compound

HRID 1748582Notes

Reaction equation

HRID 1748582 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([C:18]#[N:19])[CH2:17][CH2:16][C:11]3(OCC[O:12]3)[CH2:10][CH2:9]2)=[N:6][CH:7]=1.FC(F)(F)C(O)=O>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([C:18]#[N:19])[CH2:9][CH2:10][C:11](=[O:12])[CH2:16][CH2:17]2)=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86692457HCID 86692457, compound

Product 1

HCID 86692460HCID 86692460, compoundYield 94.7%

Procedure

To 8-(5-bromopyridin-2-yl)-1,4-dioxaspiro[4.5]decane-8-carbonitrile (3.4 g) described in Reference Example 82 was added trifluoroacetic acid (4.1 ml) at room temperature, and stirred at the same temperature for 22 hours. After completion of the reaction, the solvent and trifluoroacetic acid were evaporated. The obtained residue was purified with silica gel column chromatography (n-hexane:ethyl acetate) to give 1-(5-bromopyridin-2-yl)-4-oxocyclohexanecarbonitrile (2.78 g) as a white solid.

Workup

  1. customAfter completion of the reaction
  2. customthe solvent and trifluoroacetic acid were evaporated
  3. customThe obtained residue was purified with silica gel column chromatography (n-hexane:ethyl acetate)

Sources & evidence

ORD record
ord-02ca3153db0340a9b9392d8df166cde7
Source dataset
uspto-grants-2015_10
Patent number
US09150555B2

Reaction notes

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