tert-Butyl 4-oxopiperidine-1-carboxylate → 4-[(3-Methyl-pyridin-2-ylmethyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester

HRID 1592532Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1592532
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11](=O)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:15][C:16]1[C:17]([CH2:22][NH2:23])=[N:18][CH:19]=[CH:20][CH:21]=1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([NH:23][CH2:22][C:17]2[C:16]([CH3:15])=[CH:21][CH:20]=[CH:19][N:18]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 735900tert-Butyl 4-oxopiperidine-1-carboxylateHCID 1514370(3-Methylpyridin-2-yl)methanamineHCID 5049666Sodium triacetoxyborohydride

Produkt 1

HCID 672721764-[(3-Methyl-pyridin-2-ylmethyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Using General Procedure B, reaction of 4-oxo-piperidine-1-carboxylic acid tert-butyl ester, C-(3-methyl-pyridine-2-yl)-methylamine and NaBH(OAc)3 in CH2Cl2 gave 4-[(3-methyl-pyridin-2-ylmethyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester as a yellow oil. 1H NMR (CDCl3) δ 1.45 (s, 9H), 1.89-1.93 (m, 5H), 2.30 (s, 3H), 2.68-2.71 (m, 1H), 2.73-2.87 (m, 2H), 3.90 (s, 2H), 4.02-4.04 (m, 2H), 7.06-7.10 (m, 1H), 7.41-7.44 (m, 1H), 8.38 (d, 1H, J=3.0 Hz).

Quellen und Nachweise

ORD-Eintrag
ord-88e5cbd9f1a848f8b468de93a1e1d4b5
Quelldatensatz
uspto-grants-2007_11
Patentnummer
US07291631B2

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