Hydrochloric Acid → 4-[(4-Chlorophenyl)methyl]-4-piperidinemethanamine
Reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11]([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=2)([C:14]#[N:15])[CH2:10][CH2:9]1)=O)(C)(C)C.Cl>CO.O1CCOCC1>[Cl:23][C:20]1[CH:21]=[CH:22][C:17]([CH2:16][C:11]2([CH2:14][NH2:15])[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[CH:18][CH:19]=1Participants
5
Procedure
To a solution of 4-(4-chlorobenzyl)-4-cyanopiperidine-1-carboxylic acid tert-butyl ester (0.500 g, 1.493 mmol) in methanol (3 ml) was added 4M HCl in dioxane (10 ml). After stirring for 19 hours, the solution was concentrated to give the deprotected amine as the hydrochloride salt (0.405 g).
Workup
- concentrationthe solution was concentrated
Sources & evidence
- ORD record
- ord-b070ec2ba8ab43938b47308c37e5301a
- Source dataset
- uspto-grants-2014_08
- Patent number
- US08796293B2
Reaction notes
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