Hydrochloric Acid → HCID 58562793, compound

HRID 2175600Notes

Reaction equation

HRID 2175600 reaction equation
O1[C:5]2([CH2:10][CH2:9][CH:8]([CH:11]([N:14]([CH3:16])[CH3:15])[CH2:12][CH3:13])[CH2:7][CH2:6]2)[O:4]CC1.Cl>CC#N>[CH3:16][N:14]([CH3:15])[CH:11]([CH:8]1[CH2:9][CH2:10][C:5](=[O:4])[CH2:6][CH2:7]1)[CH2:12][CH3:13]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58562568HCID 58562568, compound

Product 1

HCID 58562793HCID 58562793, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of (1-{1,4-dioxaspiro[4.5]decan-8-yl}propyl)dimethylamine (as prepared in the previous step, 80 mg, 0.35 mmol, 1.00 equiv) in CH3CN (5 mL) and HCl (1M, 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-991ac2f885924a389b1bf10daf3cd849
Source dataset
uspto-grants-2015_06
Patent number
US09062048B2

Reaction notes

Loading…