Reaktion #1167404

ord-a8b43cc47d604d8d91b4b91ecc71e124

Reaktionsgleichung

CCOC(=O)c1cc(C2CC2)c2c(C)c(Cl)c(F)cn2c1=O
8-chloro-1-cyclopropyl-7-fluoro-9-methyl-4-oxo-4H-quinolizine3-carboxylic acid ethyl ester
C1CCNC1
pyrrolidine
Cc1c(N2CCC(C(C)(C)N)C2)c(F)cn2c(=O)c(C(=O)O)cc(C3CC3)c12.Cl
title product
Cc1c(N2CCC(C(C)(C)N)C2)c(F)cn2c(=O)c(C(=O)O)cc(C3CC3)c12.Cl
8-(3-(1-amino-1-methylethyl)pyrrolidinyl)-1-cyclopropyl-7-fluoro-9-methyl-4-oxo-4H -quinolizine-3-carboxylic Acid Hydrochloride

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeprepared by standard method from the free base

Vorschrift

A 150 mg sample of 8-chloro-1-cyclopropyl-7-fluoro-9-methyl-4-oxo-4H-quinolizine3-carboxylic acid ethyl ester, from Example 253i above, was dissolved in 2 mL of anhydrous acetonitrile, reacted with 1-amino-1-methylethyl)pyrrolidine (155 mg, 0.77 mmol, prepared by standard method from the free base described by Hayakawa et al., U.S. Pat. No. 5,098,912, issued Mar. 24, 1992), and carried forward as described in Example 253k-l to give the title product. MS (high resolution) found: 388.2047; calc: 388.2036 (M+H)+ ; 1H NMR (D6 -DMSO) δ: 0.60 (m, 2H), 0.94 (m, 1H), 1.07 (m, 1H), 1.33 (s, 3H), 1.34 (s, 1H), 2.83 (m, 1H), 2.07 (m, 1H), 2.19 (m, 2H), 2.63 (s, 3H), 3.60 (b t, 1H), 3.68 (b t, 1H), 3.81 (m, 1H), 3.93 (m, 1H), 7.90 (s, 1H), 8.11 (b s, 1H), 9.08 (d, 1H), 13.83 (b s, 1H). Anal. Calcd for C21H27N3O3FCl.1.5H2O: C, 55.93; H, 6.71; N, 9.32; Found: C, 56.07; H, 6.71; N, 8.95.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05580872uspto-grants-1996_12