Trifluoroacetic acid → HCID 86692505, compound

HRID 1748558Notes

Reaction equation

HRID 1748558 reaction equation
[CH2:1]([O:3][C:4]([C:6]1([C:16]2[CH:21]=[CH:20][C:19]([Br:22])=[CH:18][N:17]=2)[CH2:15][CH2:14][C:9]2(OCC[O:10]2)[CH2:8][CH2:7]1)=[O:5])[CH3:2].FC(F)(F)C(O)=O>>[CH2:1]([O:3][C:4]([C:6]1([C:16]2[CH:21]=[CH:20][C:19]([Br:22])=[CH:18][N:17]=2)[CH2:15][CH2:14][C:9](=[O:10])[CH2:8][CH2:7]1)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86692455HCID 86692455, compound

Product 1

HCID 86692505HCID 86692505, compoundYield 91.1%

Procedure

To 8-(5-bromopyridin-2-yl)-1,4-dioxaspiro[4.5]decane-8-carboxylic acid ethyl ester (1.0 g) described in Reference Example 81 (2) was added trifluoroacetic acid (1.1 ml) at room temperature, and stirred at the same temperature for 2 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-oxocyclohexanecarboxylic acid ethyl ester (803 mg) as a colorless oil.

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-e9be3f13b15146cb882ede3e77da3cf4
Source dataset
uspto-grants-2015_10
Patent number
US09150555B2

Reaction notes

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