Hydrochloric Acid → HCID 68003430, compound

HRID 1896932Notes

Reaction equation

HRID 1896932 reaction equation
O1[C:5]2([CH2:10][CH2:9][CH:8]([CH:11]([NH:14][C:15]([N:17]([CH3:19])[CH3:18])=[O:16])[CH2:12][CH3:13])[CH2:7][CH2:6]2)[O:4]CC1.Cl>CC#N>[CH3:19][N:17]([CH3:18])[C:15]([NH:14][CH:11]([CH:8]1[CH2:7][CH2:6][C:5](=[O:4])[CH2:10][CH2:9]1)[CH2:12][CH3:13])=[O:16]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68003686HCID 68003686, compound

Product 1

HCID 68003430HCID 68003430, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 1-(1-1,4-dioxaspiro[4.5]decan-8-ylpropyl)-3,3-dimethylurea (as prepared in the previous step, 36 mg, 0.13 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. The title compound was obtained 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-ac12fd93479a4b06b03d59c13990e37a
Source dataset
uspto-grants-2013_08
Patent number
US08518969B2

Reaction notes

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