tert-Butyl piperazine-1-carboxylate → 5-(Piperazin-1-ylmethyl)-5,6,7,8-tetrahydronaphthalene-1-carbonitrile

HRID 2173252Notes

Reaction equation

HRID 2173252 reaction equation
[CH:1]([CH:3]1[CH2:12][CH2:11][CH2:10][C:9]2[C:8]([C:13]#[N:14])=[CH:7][CH:6]=[CH:5][C:4]1=2)=O.[N:15]1(C(OC(C)(C)C)=O)[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1.COC1C=C(CCN2CCNCC2)C=CC=1C#N>>[N:15]1([CH2:1][CH:3]2[CH2:12][CH2:11][CH2:10][C:9]3[C:8]([C:13]#[N:14])=[CH:7][CH:6]=[CH:5][C:4]2=3)[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1

Participants

4

Reactant 3

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 675169272-Methoxy-4-[2-(piperazin-1-yl)ethyl]benzonitrileHCID 772306645-Formyl-5,6,7,8-tetrahydronaphthalene-1-carbonitrile

Product 1

HCID 675154645-(Piperazin-1-ylmethyl)-5,6,7,8-tetrahydronaphthalene-1-carbonitrile

Procedure

5-(Piperazin-1-ylmethyl)-5,6,7,8-tetrahydronaphthalene-1-carbonitrile was prepared starting from 5-formyl-5,6,7,8-tetrahydronaphthalene-1-carbonitrile and tert-butyl piperazine-1-carboxylate in two steps in an analogous fashion to that described for the synthesis of 2-methoxy-4-[2-(piperazin-1-yl)ethyl]benzonitrile above.

Sources & evidence

ORD record
ord-4096ed8f59bd416f87bef846bb2efa17
Source dataset
uspto-grants-2015_06
Patent number
US09056859B2

Reaction notes

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