Water → (6-Chloro-5-methylpyridin-3-yl)methanamine hydrochloride
Reaction equation
[N:1]([CH2:4][C:5]1[CH:6]=[C:7]([CH3:12])[C:8]([Cl:11])=[N:9][CH:10]=1)=[N+]=[N-].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.O>C1COCC1>[ClH:11].[Cl:11][C:8]1[N:9]=[CH:10][C:5]([CH2:4][NH2:1])=[CH:6][C:7]=1[CH3:12]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To the solution of 5-(azidomethyl)-2-chloro-3-methylpyridine 30-3 (2.0 g, 11 mmol) in THF (20 mL) was added PPh3 (3.17, 12 mmol) slowly. After 2 hours, H2O was added to the reaction mixture and the reaction was stirred for additional 15 hours, and the solvent was removed. The crude product was partitioned between ethyl acetate (50 mL) and 0.2 N HCl (50 mL). The aqueous phase was dried to give (6-chloro-5-methylpyridin-3-yl)methanamine HCl salt 30-4 as a white solid.
Workup
- customthe solvent was removed
- customThe crude product was partitioned between ethyl acetate (50 mL) and 0.2 N HCl (50 mL)
- customThe aqueous phase was dried
Sources & evidence
- ORD record
- ord-ef5dfc70a84f455cb88af2762191b626
- Source dataset
- uspto-grants-2015_11
- Patent number
- US09181235B2
Reaction notes
Loading…