Sodium Cyanide → 3-Benzyloxy-2-((2,6-dimethylpiperidino)amino)propionitrile

HRID 1089680

Reaction equation

[NH2:1][N:2]1[CH:7]([CH3:8])[CH2:6][CH2:5][CH2:4][CH:3]1[CH3:9].[C-:10]#[N:11].[Na+].[CH2:13]([O:20][CH2:21][CH:22]=O)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[CH2:13]([O:20][CH2:21][CH:22]([NH:1][N:2]1[CH:7]([CH3:8])[CH2:6][CH2:5][CH2:4][CH:3]1[CH3:9])[C:10]#[N:11])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

Reactant 3

HCID 8929Sodium Cyanide

HCID 108989(Phenylmethoxy)acetaldehyde

HCID 1234822,6-Dimethyl-1-piperidylamine

Product 1

HCID 199156563-Benzyloxy-2-((2,6-dimethylpiperidino)amino)propionitrileYield 81.2%

Procedure

12.8 g of 1-amino-2,6-dimethylpiperidine, 4.9 g of sodium cyanide and 15.0 g of benzyloxyacetaldehyde are reacted analogously to 8a). 23.3 g of 3-benzyloxy-2-((2,6-dimethylpiperidino)amino)propionitrile are obtained, which are employed in the following step without further purification.

Sources & evidence

ORD record: ord-047c45d38cb140d885c8626a3ed8984d
Source dataset: uspto-grants-1992_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05079244

Linked notes

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