반응 #1977

ord-92c1e74f55654031bf26bcc5f6384595

반응 방정식

CCOC(=O)c1cc(C2CC2)c2c(C)c(Cl)c(F)cn2c1=O
8-chloro-1-cyclopropyl-7-fluoro-9-methyl-4-oxo-4H-quinolizine-3-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

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타prepared by standard method from the free base

실험 절차

A 150 mg sample of 8-chloro-1-cyclopropyl-7-fluoro-9-methyl-4-oxo-4H-quinolizine-3-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) ∂: 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.1.5 H2O: C, 55.93; H, 6.71; N, 9.32; Found: C, 56.07; H, 6.71; N, 8.95.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05726182uspto-grants-1998_03