Hydrochloric Acid → HCID 66727689, compound

HRID 559769Notes

Reaction equation

HRID 559769 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C@@H:8]([NH2:11])[CH2:9][CH3:10])[CH:3]=1.C(=O)(O)[O-].[Na+].[ClH:17]>>[ClH:17].[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C@@H:8]([NH2:11])[CH2:9][CH3:10])[CH:3]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 59278476HCID 59278476, compound

Product 1

HCID 66727689HCID 66727689, compound

Procedure

A mixture of (S)-1-(4-bromo-pyridin-2-yl)-propylamine (600 mg, 1.88 mmol) in 3 N aqueous HCl was stirred for 16 hours. The reaction was monitored by TLC for the disappearance of starting material (ethyl acetate-ether 3:7). The mixture was then added to a solution of saturated aqueous sodium bicarbonate (15 mL) and extracted with ethyl acetate (5×15 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo to afford title compound which was used without purification

Workup

  1. extractionextracted with ethyl acetate (5×15 mL)
  2. dry with materialThe combined organic layers were dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-6b4a151e85c84e79bd725697ef0257e5
Source dataset
uspto-grants-2011_11
Patent number
US08063065B2

Reaction notes

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