Sodium Hydroxide → 3-[5-(3-Aminopropyl)pyridin-2-yl]propylamine
Reaction equation
C([NH:3][CH2:4][CH2:5][CH2:6][C:7]1[CH:8]=[CH:9][C:10]([CH2:13][CH2:14][CH2:15][NH:16]C=O)=[N:11][CH:12]=1)=O.[OH-].[Na+]>Cl>[NH2:3][CH2:4][CH2:5][CH2:6][C:7]1[CH:8]=[CH:9][C:10]([CH2:13][CH2:14][CH2:15][NH2:16])=[N:11][CH:12]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 2.5 °C
Procedure
A solution of N-(3-{5-[3-(formylamino)propyl]pyridin-2-yl}propyl)formamide (13-1) (13.25 g) in 6N HCl (100 mL) was refluxed for 1.5 h. The solution was cooled to 0-5° C. and the pH was adjusted to pH 12.5 with 50% sodium hydroxide (35 mL). The solution was extracted three times with s-BuOH, the extracts were combined, and the solvent was switched to toluene. The solution contained 10.0 g of the title compound 12-1 as determined by HIPLC assay.
Workup
- extractionThe solution was extracted three times with s-BuOH
Sources & evidence
- ORD record
- ord-1ce3a8c9ae9e471e91fc04e822f9513c
- Source dataset
- uspto-grants-2004_03
- Patent number
- US06706885B2
Reaction notes
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