Guanidine → N-diaminomethylene-3-methylsulphonyl-4-(4-BOC-aminopiperidino)benzamide

HRID 2211022Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2211022
[CH3:1][S:2]([C:5]1[CH:6]=[C:7]([CH:12]=[CH:13][C:14]=1[N:15]1[CH2:20][CH2:19][CH:18]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:17][CH:16]1[NH2:28])[C:8]([O:10]C)=O)(=[O:4])=[O:3].CS(C1C=C(C=CC=1Cl)C(O)=O)(=O)=O.C(C1CCN(N)CC1)(OC(C)(C)C)=O.CI.C([O-])([O-])=O.[K+].[K+].[NH2:65][C:66]([NH2:68])=[NH:67]>CN(C)C=O.CO>[NH2:67][C:66]([NH2:68])=[N:65][C:8](=[O:10])[C:7]1[CH:12]=[CH:13][C:14]([N:15]2[CH2:20][CH2:19][CH:18]([C:21]([O:23][C:24]([CH3:27])([CH3:25])[CH3:26])=[O:22])[CH2:17][CH:16]2[NH2:28])=[C:5]([S:2]([CH3:1])(=[O:3])=[O:4])[CH:6]=1

Komponenten

8

Edukt 5

HCID 3520GuanidineHCID 1826704-Chloro-3-methanesulfonylbenzoic acidHCID 21899493Tert-butyl 1-aminopiperidine-4-carboxylateHCID 67789530methyl 3-methylsulphonyl-4-(4-BOC-aminopiperidino)benzoateHCID 86747754Methyl iodide potassium carbonate

Produkt 1

HCID 70199108N-diaminomethylene-3-methylsulphonyl-4-(4-BOC-aminopiperidino)benzamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of 550 mg of methyl 3-methylsulphonyl-4-(4-BOC-aminopiperidino)benzoate (m.p. 149°-150°) [obtainable by reacting 3-methylsulphonyl-4-chlorobenzoic acid with 4-BOC-aminopiperidine in a melt and subsequently esterifying the product with methyl iodide/K2CO3 in dimethylformamide (DMF)] and 383 mg of guanidine in 6 ml of methanol (abs.) is stirred at 60° for a period of 45 min. After removing the solvent, and after customary working-up, N-diaminomethylene-3-methylsulphonyl-4-(4-BOC-aminopiperidino)benzamide is obtained, m.p. 224°-226°.

Aufarbeitung

  1. customAfter removing the solvent

Quellen und Nachweise

ORD-Eintrag
ord-8cd4a23add3845eab74d9bb8a00b27c6
Quelldatensatz
uspto-grants-1995_10
Patentnummer
US05461066

Notizen zur Reaktion

Wird geladen…