diff --git a/spring-boot-project/spring-boot-devtools/src/main/java/org/springframework/boot/devtools/autoconfigure/RemoteDevtoolsSecurityConfiguration.java b/spring-boot-project/spring-boot-devtools/src/main/java/org/springframework/boot/devtools/autoconfigure/RemoteDevtoolsSecurityConfiguration.java
index a270f89820..b21abb5fc7 100644
--- a/spring-boot-project/spring-boot-devtools/src/main/java/org/springframework/boot/devtools/autoconfigure/RemoteDevtoolsSecurityConfiguration.java
+++ b/spring-boot-project/spring-boot-devtools/src/main/java/org/springframework/boot/devtools/autoconfigure/RemoteDevtoolsSecurityConfiguration.java
@@ -17,12 +17,14 @@
 package org.springframework.boot.devtools.autoconfigure;
 
 import org.springframework.boot.autoconfigure.condition.ConditionalOnClass;
+import org.springframework.boot.autoconfigure.condition.ConditionalOnMissingBean;
 import org.springframework.boot.autoconfigure.security.SecurityProperties;
 import org.springframework.boot.autoconfigure.web.ServerProperties;
 import org.springframework.context.annotation.Bean;
 import org.springframework.context.annotation.Configuration;
 import org.springframework.core.annotation.Order;
 import org.springframework.security.config.annotation.web.builders.HttpSecurity;
+import org.springframework.security.config.annotation.web.configuration.WebSecurityConfigurerAdapter;
 import org.springframework.security.web.SecurityFilterChain;
 import org.springframework.security.web.util.matcher.AntPathRequestMatcher;
 
@@ -36,25 +38,21 @@ import org.springframework.security.web.util.matcher.AntPathRequestMatcher;
 @Configuration(proxyBeanMethods = false)
 class RemoteDevtoolsSecurityConfiguration {
 
-	@Configuration
-	static class SecurityConfiguration {
+	private final String url;
 
-		private final String url;
-
-		SecurityConfiguration(DevToolsProperties devToolsProperties, ServerProperties serverProperties) {
-			ServerProperties.Servlet servlet = serverProperties.getServlet();
-			String servletContextPath = (servlet.getContextPath() != null) ? servlet.getContextPath() : "";
-			this.url = servletContextPath + devToolsProperties.getRemote().getContextPath() + "/restart";
-		}
-
-		@Bean
-		@Order(SecurityProperties.BASIC_AUTH_ORDER - 1)
-		SecurityFilterChain configure(HttpSecurity http) throws Exception {
-			http.requestMatcher(new AntPathRequestMatcher(this.url)).authorizeRequests().anyRequest().anonymous().and()
-					.csrf().disable();
-			return http.build();
-		}
+	RemoteDevtoolsSecurityConfiguration(DevToolsProperties devToolsProperties, ServerProperties serverProperties) {
+		ServerProperties.Servlet servlet = serverProperties.getServlet();
+		String servletContextPath = (servlet.getContextPath() != null) ? servlet.getContextPath() : "";
+		this.url = servletContextPath + devToolsProperties.getRemote().getContextPath() + "/restart";
+	}
 
+	@Bean
+	@Order(SecurityProperties.BASIC_AUTH_ORDER - 1)
+	@ConditionalOnMissingBean(WebSecurityConfigurerAdapter.class)
+	SecurityFilterChain devtoolsSecurityFilterChain(HttpSecurity http) throws Exception {
+		http.requestMatcher(new AntPathRequestMatcher(this.url)).authorizeRequests().anyRequest().anonymous().and()
+				.csrf().disable();
+		return http.build();
 	}
 
 }
diff --git a/spring-boot-project/spring-boot-devtools/src/test/java/org/springframework/boot/devtools/autoconfigure/RemoteDevToolsAutoConfigurationTests.java b/spring-boot-project/spring-boot-devtools/src/test/java/org/springframework/boot/devtools/autoconfigure/RemoteDevToolsAutoConfigurationTests.java
index 551704d019..4e9dbaeabc 100644
--- a/spring-boot-project/spring-boot-devtools/src/test/java/org/springframework/boot/devtools/autoconfigure/RemoteDevToolsAutoConfigurationTests.java
+++ b/spring-boot-project/spring-boot-devtools/src/test/java/org/springframework/boot/devtools/autoconfigure/RemoteDevToolsAutoConfigurationTests.java
@@ -45,6 +45,8 @@ import org.springframework.mock.web.MockHttpServletRequest;
 import org.springframework.mock.web.MockHttpServletResponse;
 import org.springframework.mock.web.MockServletContext;
 import org.springframework.security.config.BeanIds;
+import org.springframework.security.config.annotation.web.builders.HttpSecurity;
+import org.springframework.security.config.annotation.web.configuration.WebSecurityConfigurerAdapter;
 import org.springframework.test.web.servlet.MockMvc;
 import org.springframework.test.web.servlet.request.MockMvcRequestBuilders;
 import org.springframework.test.web.servlet.setup.MockMvcBuilders;
@@ -157,6 +159,7 @@ class RemoteDevToolsAutoConfigurationTests {
 		mockMvc.perform(MockMvcRequestBuilders.get(DEFAULT_CONTEXT_PATH + "/restart").header(DEFAULT_SECRET_HEADER_NAME,
 				"supersecret")).andExpect(status().isOk());
 		assertRestartInvoked(true);
+		assertThat(this.context.containsBean("devtoolsSecurityFilterChain")).isTrue();
 	}
 
 	@Test
@@ -182,6 +185,25 @@ class RemoteDevToolsAutoConfigurationTests {
 		mockMvc.perform(MockMvcRequestBuilders.get("/my-path")).andExpect(status().isUnauthorized());
 	}
 
+	@Test
+	void securityConfigurationWhenWebSecurityConfigurerAdapterIsFound2() throws Exception {
+		this.context = getContext(() -> {
+			AnnotationConfigServletWebApplicationContext context = new AnnotationConfigServletWebApplicationContext();
+			context.setServletContext(new MockServletContext());
+			context.register(Config.class, PropertyPlaceholderAutoConfiguration.class,
+					TestWebSecurityConfigurerAdapter.class);
+			TestPropertyValues.of("spring.devtools.remote.secret:supersecret").applyTo(context);
+			context.refresh();
+			return context;
+		});
+		DispatcherFilter filter = this.context.getBean(DispatcherFilter.class);
+		MockMvc mockMvc = MockMvcBuilders.webAppContextSetup(this.context).apply(springSecurity()).addFilter(filter)
+				.build();
+		mockMvc.perform(MockMvcRequestBuilders.get(DEFAULT_CONTEXT_PATH + "/restart").header(DEFAULT_SECRET_HEADER_NAME,
+				"supersecret")).andExpect(status().isOk());
+		assertRestartInvoked(true);
+	}
+
 	@Test
 	void disableRestart() throws Exception {
 		this.context = getContext(() -> loadContext("spring.devtools.remote.secret:supersecret",
@@ -250,6 +272,16 @@ class RemoteDevToolsAutoConfigurationTests {
 
 	}
 
+	@Configuration(proxyBeanMethods = false)
+	static class TestWebSecurityConfigurerAdapter extends WebSecurityConfigurerAdapter {
+
+		@Override
+		protected void configure(HttpSecurity http) throws Exception {
+			http.antMatcher("/foo/**").authorizeRequests().anyRequest().authenticated().and().httpBasic();
+		}
+
+	}
+
 	/**
 	 * Mock {@link HttpRestartServer} implementation.
 	 */