Erro ao colocar a ordem do filter no web.xml

O sistema estava funcionando normalmente, até que eu fui mexer no web.xml: Já tentei

<url-pattern>/gerenciador/entrada</url-pattern>

e

<url-pattern>/entrada</url-pattern>

e a unica resposta que tenho é de página 404 No Tomcat da o seguinte erro:

SEVERE: Exception starting filter [CF]
java.lang.ClassNotFoundException: br.com.alura.gerenciador.servlet.ControladorFilter
    at org.apache.catalina.loader.WebappClassLoaderBase.loadClass(WebappClassLoaderBase.java:1364)
    at org.apache.catalina.loader.WebappClassLoaderBase.loadClass(WebappClassLoaderBase.java:1187)
    at org.apache.catalina.core.DefaultInstanceManager.loadClass(DefaultInstanceManager.java:539)
    at org.apache.catalina.core.DefaultInstanceManager.loadClassMaybePrivileged(DefaultInstanceManager.java:520)
    at org.apache.catalina.core.DefaultInstanceManager.newInstance(DefaultInstanceManager.java:150)
    at org.apache.catalina.core.ApplicationFilterConfig.getFilter(ApplicationFilterConfig.java:249)
    at org.apache.catalina.core.ApplicationFilterConfig.<init>(ApplicationFilterConfig.java:102)
    at org.apache.catalina.core.StandardContext.filterStart(StandardContext.java:4566)
    at org.apache.catalina.core.StandardContext.startInternal(StandardContext.java:5198)
    at org.apache.catalina.util.LifecycleBase.start(LifecycleBase.java:183)
    at org.apache.catalina.core.ContainerBase$StartChild.call(ContainerBase.java:1384)
    at org.apache.catalina.core.ContainerBase$StartChild.call(ContainerBase.java:1374)
    at java.base/java.util.concurrent.FutureTask.run(FutureTask.java:264)
    at org.apache.tomcat.util.threads.InlineExecutorService.execute(InlineExecutorService.java:75)
    at java.base/java.util.concurrent.AbstractExecutorService.submit(AbstractExecutorService.java:140)
    at org.apache.catalina.core.ContainerBase.startInternal(ContainerBase.java:909)
    at org.apache.catalina.core.StandardHost.startInternal(StandardHost.java:829)
    at org.apache.catalina.util.LifecycleBase.start(LifecycleBase.java:183)
    at org.apache.catalina.core.ContainerBase$StartChild.call(ContainerBase.java:1384)
    at org.apache.catalina.core.ContainerBase$StartChild.call(ContainerBase.java:1374)
    at java.base/java.util.concurrent.FutureTask.run(FutureTask.java:264)
    at org.apache.tomcat.util.threads.InlineExecutorService.execute(InlineExecutorService.java:75)
    at java.base/java.util.concurrent.AbstractExecutorService.submit(AbstractExecutorService.java:140)
    at org.apache.catalina.core.ContainerBase.startInternal(ContainerBase.java:909)
    at org.apache.catalina.core.StandardEngine.startInternal(StandardEngine.java:262)
    at org.apache.catalina.util.LifecycleBase.start(LifecycleBase.java:183)
    at org.apache.catalina.core.StandardService.startInternal(StandardService.java:433)
    at org.apache.catalina.util.LifecycleBase.start(LifecycleBase.java:183)
    at org.apache.catalina.core.StandardServer.startInternal(StandardServer.java:930)
    at org.apache.catalina.util.LifecycleBase.start(LifecycleBase.java:183)
    at org.apache.catalina.startup.Catalina.start(Catalina.java:772)
    at java.base/jdk.internal.reflect.NativeMethodAccessorImpl.invoke0(Native Method)
    at java.base/jdk.internal.reflect.NativeMethodAccessorImpl.invoke(NativeMethodAccessorImpl.java:64)
    at java.base/jdk.internal.reflect.DelegatingMethodAccessorImpl.invoke(DelegatingMethodAccessorImpl.java:43)
    at java.base/java.lang.reflect.Method.invoke(Method.java:564)
    at org.apache.catalina.startup.Bootstrap.start(Bootstrap.java:342)
    at org.apache.catalina.startup.Bootstrap.main(Bootstrap.java:473)

segue abaixo o codigo total do web.xml

<?xml version="1.0" encoding="UTF-8"?>
<web-app xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" xmlns="http://xmlns.jcp.org/xml/ns/javaee" xsi:schemaLocation="http://xmlns.jcp.org/xml/ns/javaee http://xmlns.jcp.org/xml/ns/javaee/web-app_4_0.xsd" id="WebApp_ID" version="4.0">
  <display-name>gerenciador</display-name>
  <welcome-file-list>
    <welcome-file>bem-vindo.html</welcome-file>
  </welcome-file-list>

<filter>
    <filter-name>MF</filter-name>
    <filter-class>br.com.alura.gerenciador.servlet.MonitoramentoFilter</filter-class>
</filter>

<filter-mapping>
    <filter-name>MF</filter-name>
    <url-pattern>/gerenciador/entrada</url-pattern>
</filter-mapping> 

<filter>
    <filter-name>AF</filter-name>
    <filter-class>br.com.alura.gerenciador.servlet.AutorizacaoFilter</filter-class>
</filter>

<filter-mapping>
    <filter-name>AF</filter-name>
    <url-pattern>/gerenciador/entrada</url-pattern>
</filter-mapping>

</web-app>