diff --git a/crates/ruff_db/src/vendored/path.rs b/crates/ruff_db/src/vendored/path.rs
index f32ce08239..b68a487246 100644
--- a/crates/ruff_db/src/vendored/path.rs
+++ b/crates/ruff_db/src/vendored/path.rs
@@ -17,6 +17,10 @@ impl VendoredPath {
         unsafe { &*(path as *const Utf8Path as *const VendoredPath) }
     }
 
+    pub fn file_name(&self) -> Option<&str> {
+        self.0.file_name()
+    }
+
     pub fn to_path_buf(&self) -> VendoredPathBuf {
         VendoredPathBuf(self.0.to_path_buf())
     }
diff --git a/crates/ty_python_semantic/src/module_resolver/path.rs b/crates/ty_python_semantic/src/module_resolver/path.rs
index bb451b3630..92113426c7 100644
--- a/crates/ty_python_semantic/src/module_resolver/path.rs
+++ b/crates/ty_python_semantic/src/module_resolver/path.rs
@@ -4,11 +4,12 @@ use std::fmt;
 use std::sync::Arc;
 
 use camino::{Utf8Path, Utf8PathBuf};
-use ruff_db::files::{File, FileError, system_path_to_file, vendored_path_to_file};
+use ruff_db::files::{File, FileError, FilePath, system_path_to_file, vendored_path_to_file};
 use ruff_db::system::{System, SystemPath, SystemPathBuf};
 use ruff_db::vendored::{VendoredPath, VendoredPathBuf};
 
 use super::typeshed::{TypeshedVersionsParseError, TypeshedVersionsQueryResult, typeshed_versions};
+use crate::Db;
 use crate::module_name::ModuleName;
 use crate::module_resolver::resolver::ResolverContext;
 use crate::site_packages::SitePackagesDiscoveryError;
@@ -652,6 +653,48 @@ impl fmt::Display for SearchPath {
     }
 }
 
+#[derive(Debug, Clone)]
+pub(super) enum SystemOrVendoredPathRef<'db> {
+    System(&'db SystemPath),
+    Vendored(&'db VendoredPath),
+}
+
+impl<'db> SystemOrVendoredPathRef<'db> {
+    pub(super) fn try_from_file(db: &'db dyn Db, file: File) -> Option<Self> {
+        match file.path(db) {
+            FilePath::System(system) => Some(Self::System(system)),
+            FilePath::Vendored(vendored) => Some(Self::Vendored(vendored)),
+            FilePath::SystemVirtual(_) => None,
+        }
+    }
+
+    pub(super) fn file_name(&self) -> Option<&str> {
+        match self {
+            Self::System(system) => system.file_name(),
+            Self::Vendored(vendored) => vendored.file_name(),
+        }
+    }
+
+    pub(super) fn parent<'a>(&'a self) -> Option<SystemOrVendoredPathRef<'a>>
+    where
+        'a: 'db,
+    {
+        match self {
+            Self::System(system) => system.parent().map(Self::System),
+            Self::Vendored(vendored) => vendored.parent().map(Self::Vendored),
+        }
+    }
+}
+
+impl std::fmt::Display for SystemOrVendoredPathRef<'_> {
+    fn fmt(&self, f: &mut std::fmt::Formatter<'_>) -> std::fmt::Result {
+        match self {
+            SystemOrVendoredPathRef::System(system) => system.fmt(f),
+            SystemOrVendoredPathRef::Vendored(vendored) => vendored.fmt(f),
+        }
+    }
+}
+
 #[cfg(test)]
 mod tests {
     use ruff_db::Db;
diff --git a/crates/ty_python_semantic/src/module_resolver/resolver.rs b/crates/ty_python_semantic/src/module_resolver/resolver.rs
index be6f40c246..5c670e6d2d 100644
--- a/crates/ty_python_semantic/src/module_resolver/resolver.rs
+++ b/crates/ty_python_semantic/src/module_resolver/resolver.rs
@@ -8,7 +8,7 @@ use rustc_hash::{FxBuildHasher, FxHashSet};
 
 use ruff_db::files::{File, FilePath, FileRootKind};
 use ruff_db::system::{DirectoryEntry, System, SystemPath, SystemPathBuf};
-use ruff_db::vendored::{VendoredFileSystem, VendoredPath};
+use ruff_db::vendored::VendoredFileSystem;
 use ruff_python_ast::PythonVersion;
 
 use crate::db::Db;
@@ -17,7 +17,7 @@ use crate::module_resolver::typeshed::{TypeshedVersions, vendored_typeshed_versi
 use crate::{Program, SearchPathSettings};
 
 use super::module::{Module, ModuleKind};
-use super::path::{ModulePath, SearchPath, SearchPathValidationError};
+use super::path::{ModulePath, SearchPath, SearchPathValidationError, SystemOrVendoredPathRef};
 
 /// Resolves a module name to a module.
 pub fn resolve_module(db: &dyn Db, module_name: &ModuleName) -> Option<Module> {
@@ -77,21 +77,6 @@ pub(crate) fn path_to_module(db: &dyn Db, path: &FilePath) -> Option<Module> {
     file_to_module(db, file)
 }
 
-#[derive(Debug, Clone, Copy)]
-enum SystemOrVendoredPathRef<'a> {
-    System(&'a SystemPath),
-    Vendored(&'a VendoredPath),
-}
-
-impl std::fmt::Display for SystemOrVendoredPathRef<'_> {
-    fn fmt(&self, f: &mut std::fmt::Formatter<'_>) -> std::fmt::Result {
-        match self {
-            SystemOrVendoredPathRef::System(system) => system.fmt(f),
-            SystemOrVendoredPathRef::Vendored(vendored) => vendored.fmt(f),
-        }
-    }
-}
-
 /// Resolves the module for the file with the given id.
 ///
 /// Returns `None` if the file is not a module locatable via any of the known search paths.
@@ -99,11 +84,7 @@ impl std::fmt::Display for SystemOrVendoredPathRef<'_> {
 pub(crate) fn file_to_module(db: &dyn Db, file: File) -> Option<Module> {
     let _span = tracing::trace_span!("file_to_module", ?file).entered();
 
-    let path = match file.path(db) {
-        FilePath::System(system) => SystemOrVendoredPathRef::System(system),
-        FilePath::Vendored(vendored) => SystemOrVendoredPathRef::Vendored(vendored),
-        FilePath::SystemVirtual(_) => return None,
-    };
+    let path = SystemOrVendoredPathRef::try_from_file(db, file)?;
 
     let module_name = search_paths(db).find_map(|candidate| {
         let relative_path = match path {