HCID 86660467, compound → HCID 86660468, compound

HRID 1896920Notes

Reaction equation

HRID 1896920 reaction equation
O1[C:5]2([CH2:10][CH2:9][CH:8]([CH:11]([NH:14][C:15](=[O:20])[C:16]([F:19])([F:18])[F:17])[CH2:12][CH3:13])[CH2:7][CH2:6]2)[O:4]CC1>CC#N.Cl>[F:17][C:16]([F:18])([F:19])[C:15]([NH:14][CH:11]([CH:8]1[CH2:9][CH2:10][C:5](=[O:4])[CH2:6][CH2:7]1)[CH2:12][CH3:13])=[O:20]

Participants

4

Reactant 1

HCID 86660467HCID 86660467, compound

Product 1

HCID 86660468HCID 86660468, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 6342AcetonitrileSolvent

Procedure

A solution of N-(1-{1,4-dioxaspiro[4.5]decan-8-yl}propyl)-2,2,2-trifluoroacetamide (89 mg, 0.30 mmol, 1.00 equiv) in CH3CN (5 mL) and HCl (2M, 1 mL) was stirred for 2 h at room temperature. The resulting mixture was concentrated under vacuum. The residue was diluted with 10 mL of aq. sodium bicarbonate (1M). The resulting solution was extracted with 2×20 mL of dichloromethane. The organic layers were combined, dried over anhydrous sodium sulfate and concentrated under vacuum to give the title compound as a yellow oil.

Workup

  1. concentrationThe resulting mixture was concentrated under vacuum
  2. additionThe residue was diluted with 10 mL of aq. sodium bicarbonate (1M)
  3. extractionThe resulting solution was extracted with 2×20 mL of dichloromethane
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-a8eec2e49a9543a9a2f058278f1faf01
Source dataset
uspto-grants-2013_08
Patent number
US08518969B2

Reaction notes

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