Hydrogen Bromide → HCID 178419734, compound

HRID 408636Notes

Reaction equation

HRID 408636 reaction equation
C[O:2][C:3]1[N:8]=[CH:7][C:6]([C:9]2([CH2:14][CH2:15]O)[CH2:13][CH2:12][NH:11][CH2:10]2)=[CH:5][CH:4]=1.[BrH:17]>>[BrH:17].[Br:17][CH2:15][CH2:14][C:9]1([C:6]2[CH:5]=[CH:4][C:3]([OH:2])=[N:8][CH:7]=2)[CH2:13][CH2:12][NH:11][CH2:10]1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 59187098HCID 59187098, compound

Product 1

HCID 178419734HCID 178419734, compound

Conditions

Temperature
160 °C

Procedure

0.32 g (1.44 mmol) of 2-[3-(6-methoxypyridin-3-yl)pyrrolidin-3-yl]ethanol obtained in stage 4.3, in solution in 7.2 ml of aqueous hydrobromic acid (48% by weight solution), is introduced into a sealed tube. The reaction medium is stirred at 160° C. for 5 hours. This solution is then brought back to ambient temperature and concentrated under reduced pressure. The resulting residue is dissolved in methanol, evaporated twice under reduced pressure and triturated from diethyl ether, to result, after filtration in 0.5 g of the desired compound in the form of a brown gum.

Workup

  1. customis then brought back to ambient temperature
  2. concentrationconcentrated under reduced pressure
  3. dissolutionThe resulting residue is dissolved in methanol
  4. customevaporated twice under reduced pressure
  5. customtriturated from diethyl ether
  6. customto result
  7. filtrationafter filtration in 0.5 g of the desired compound in the form of a brown gum

Sources & evidence

ORD record
ord-71f76d0624024172b370256ce982fbab
Source dataset
uspto-grants-2014_06
Patent number
US08759343B2

Reaction notes

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