Hydrochloric Acid → 3-(Aminomethyl)-4-ethyl-6-methylpyridin-2(1H)-one hydrochloride

HRID 42470Notes

Reaction equation

HRID 42470 reaction equation
[NH2:1][CH2:2][C:3]1[C:4](=[O:12])[NH:5][C:6]([CH3:11])=[CH:7][C:8]=1[CH2:9][CH3:10].[ClH:13].O1CCOCC1>C(Cl)Cl>[ClH:13].[NH2:1][CH2:2][C:3]1[C:4](=[O:12])[NH:5][C:6]([CH3:11])=[CH:7][C:8]=1[CH2:9][CH3:10]

Participants

5

Procedure

3-(Amino methyl)-4-ethyl-6-methylpyridin-2(1H)-one, (5.6 g, 33 mmol) was suspended in DCM (560 mL) and the insoluble contents/particles were filtered. The filtrate was concentrated and dried. The residue was dissolved in DCM (10 mL) and 4 M HCl in 1,4-dioxane (16 mL, 66 mmol) was added at 0° C. and stirred for 10 min, at which time the reaction mixture was concentrated under high-vacuum and dried. The resulting crude solid was triturated with hexane (150 mL) and filtered. The solid was dried under vacuum. Collected 3-(amino methyl)-4-ethyl-6-methylpyridin-2(1H)-one hydrochloride (5.9 g, 86%).

Workup

  1. filtrationthe insoluble contents/particles were filtered
  2. concentrationThe filtrate was concentrated
  3. customdried
  4. dissolutionThe residue was dissolved in DCM (10 mL)
  5. concentrationwas concentrated under high-vacuum
  6. customdried
  7. customThe resulting crude solid was triturated with hexane (150 mL)
  8. filtrationfiltered
  9. customThe solid was dried under vacuum

Sources & evidence

ORD record
ord-a58aa3c2b2bd4e32b6e5bf48f247e017
Source dataset
uspto-grants-2013_09
Patent number
US08536179B2

Reaction notes

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