2-Chloronicotinonitrile → (S)-2-[(3Cyano-pyridin-2-ylamino)methyl]-piperidine-1-carboxylic acid tert butyl ester

HRID 18099

Reaction equation

[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][C@H:9]1[CH2:14][NH2:15])=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl[C:17]1[C:22]([C:23]#[N:24])=[CH:21][CH:20]=[CH:19][N:18]=1>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][C@H:9]1[CH2:14][NH:15][C:17]1[C:22]([C:23]#[N:24])=[CH:21][CH:20]=[CH:19][N:18]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 810792-Chloronicotinonitrile

HCID 1502020tert-Butyl (2S)-2-(aminomethyl)piperidine-1-carboxylate

Product 1

HCID 86593678(S)-2-[(3Cyano-pyridin-2-ylamino)methyl]-piperidine-1-carboxylic acid tert butyl esterYield 28.9%

Procedure

The title compound (0.66 g) was prepared from (S)-2-aminomethyl-piperidine-1-carboxylic acid tert-butyl ester (1.55 g) and 2-chloro-3-cyanopyridine (1.0 g) according to the method of D28.

Sources & evidence

ORD record: ord-30d177a5a9b14b29988f36392bd58c77
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07741329B2

Linked notes

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