Diisopropylethylamine → (R)-1-(6-amino-5-nitropyridin-2-yl)piperidine-3-carboxylic acid

HRID 931193Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 931193
Cl[C:2]1[N:7]=[C:6]([NH2:8])[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][CH:3]=1.[NH:12]1[CH2:17][CH2:16][CH2:15][C@@H:14]([C:18]([OH:20])=[O:19])[CH2:13]1.C(N(C(C)C)CC)(C)C>>[NH2:8][C:6]1[N:7]=[C:2]([N:12]2[CH2:17][CH2:16][CH2:15][C@@H:14]([C:18]([OH:20])=[O:19])[CH2:13]2)[CH:3]=[CH:4][C:5]=1[N+:9]([O-:11])=[O:10]

Komponenten

4

Edukt 3

HCID 81531DiisopropylethylamineHCID 1796510(-)-Nipecotic acidHCID 27240356-Chloro-3-nitropyridin-2-ylamine

Produkt 1

HCID 89853836(R)-1-(6-amino-5-nitropyridin-2-yl)piperidine-3-carboxylic acid

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A solution of 6-chloro-3-nitropyridin-2-amine (0.175 M, 35 mL, 6.125 mmol) was added to (R)-piperidine-3-carboxylic acid, prepared during the previous step, followed by diisopropylethyl amine (2.275 mL, 12.25 mmol). The reaction mixture was stirred at 80° C. for 16 h. The solvent was removed under reduced pressure to afford (R)-1-(6-amino-5-nitropyridin-2-yl)piperidine-3-carboxylic acid which was used for the next step without further purification.

Aufarbeitung

  1. customprepared during the previous step
  2. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-789e0bf7a4cc415cafbdf55428416b8f
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09296745B2

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