tert-Butyl 4-amino-4-cyanopiperidine-1-carboxylate → 4-(Aminomethyl)-1-(1-phenylethyl)piperidin-4-amine

HRID 2281657Notes

Reaction equation

HRID 2281657 reaction equation
C(OC(N1CCC(N)(CN)CC1)=O)(C)(C)C.C(OC(N1CCC(N)(C#N)CC1)=O)(C)(C)C.[NH2:33][C:34]1([C:48]#[N:49])[CH2:39][CH2:38][N:37]([CH:40]([C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)[CH3:41])[CH2:36][CH2:35]1>>[NH2:49][CH2:48][C:34]1([NH2:33])[CH2:39][CH2:38][N:37]([CH:40]([C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)[CH3:41])[CH2:36][CH2:35]1

Participants

4

Reactant 3

HCID 22091429tert-Butyl 4-amino-4-cyanopiperidine-1-carboxylateHCID 22975818tert-Butyl 4-amino-4-(aminomethyl)piperidine-1-carboxylateHCID 671207084-Amino-1-(1-phenyl-ethyl)-piperidine-4-carbonitrile

Product 1

HCID 670868704-(Aminomethyl)-1-(1-phenylethyl)piperidin-4-amine

Procedure

4-Aminomethyl-1-(1-phenyl-ethyl)-piperidin-4-ylamine is prepared analogously to Intermediate U by replacing 4-amino-4-cyano-piperidine-1-carboxylic acid tert-butyl ester in Step 1 with 4-amino-1-(1-phenyl-ethyl)-piperidine-4-carbonitrile; [M+H]+ 234.

Sources & evidence

ORD record
ord-e8b91dfd618a4286bb72710dd9b60e15
Source dataset
uspto-grants-2015_09
Patent number
US09139586B2

Reaction notes

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