Cyclopentyl chloroformate → 4-[Methyl-(3-pyridin-4-yl-[1,2,4]oxadiazol-5-ylmethyl)amino]piperidine-1-carboxylic acid cyclopentyl ester

HRID 221369Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 221369
[CH3:1][N:2]([CH:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1)[CH2:3][C:4]1[O:8][N:7]=[C:6]([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=2)[N:5]=1.[CH:21]1([O:26][C:27](Cl)=[O:28])[CH2:25][CH2:24][CH2:23][CH2:22]1>>[CH:21]1([O:26][C:27]([N:18]2[CH2:19][CH2:20][CH:15]([N:2]([CH3:1])[CH2:3][C:4]3[O:8][N:7]=[C:6]([C:9]4[CH:10]=[CH:11][N:12]=[CH:13][CH:14]=4)[N:5]=3)[CH2:16][CH2:17]2)=[O:28])[CH2:25][CH2:24][CH2:23][CH2:22]1

Komponenten

3

Edukt 2

HCID 2735892Cyclopentyl chloroformateHCID 69078503Methylpiperidin-4-yl-(3-pyridin-4-yl-[1,2,4]oxadiazol-5-ylmethyl)amine

Produkt 1

HCID 579544014-[Methyl-(3-pyridin-4-yl-[1,2,4]oxadiazol-5-ylmethyl)amino]piperidine-1-carboxylic acid cyclopentyl ester

Versuchsvorschrift

The tert-butoxycarbonyl group of 4-[methyl(3-pyridin-4-yl-[1,2,4]oxadiazol-5-ylmethyl)amino]piperidine-1-carboxylic acid tert-butyl ester (Example 119) was removed using the procedure described in Example 51 to afford methylpiperidin-4-yl-(3-pyridin-4-yl-[1,2,4]oxadiazol-5-ylmethyl)amine: RT=0.65 min; m/z (ES+)=274.0 [M+H]+. Derivatisation of methylpiperidin-4-yl-(3-pyridin-4-yl-[1,2,4]oxadiazol-5-ylmethyl)amine with cyclopentylchloroformate, using the procedure described for Example 52, afforded the title compound: RT=3.02 min; m/z (ES+)=386.0 [M+H]+.

Quellen und Nachweise

ORD-Eintrag
ord-a00f6c714b644589a6684cae9d2104fc
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08207147B2

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