diff --git a/ir/crates/back/src/codegen/register_allocator/mod.rs b/ir/crates/back/src/codegen/register_allocator/mod.rs
index 2f0ad24..9a025ad 100644
--- a/ir/crates/back/src/codegen/register_allocator/mod.rs
+++ b/ir/crates/back/src/codegen/register_allocator/mod.rs
@@ -134,11 +134,26 @@ impl Lifetime {
     ///
     /// Keeps the ranges sorted by start point.
     pub fn add_range(&mut self, range: LiveRange) {
-        let index = self
-            .ranges
-            .binary_search_by(|existing_range| existing_range.start.cmp(&range.start))
-            .unwrap_or_else(|index| index);
-        self.ranges.insert(index, range);
+        // todo: improve performance
+        let mut new_ranges = SmallVec::new();
+        let mut added = false;
+        for existing_range in &self.ranges {
+            if LiveRange::are_adjacent(existing_range, &range) {
+                let new_range = LiveRange {
+                    start: std::cmp::min(existing_range.start, range.start),
+                    end: std::cmp::max(existing_range.end, range.end),
+                };
+                new_ranges.push(new_range);
+                added = true;
+            } else {
+                new_ranges.push(existing_range.clone());
+            }
+        }
+        if !added {
+            new_ranges.push(range);
+        }
+        new_ranges.sort_by(|a: &LiveRange, b| a.start.cmp(&b.start));
+        self.ranges = new_ranges;
     }
 
     pub fn start(&self) -> ProgPoint {
@@ -695,7 +710,6 @@ impl<'liveness, 'func, TM: TargetMachine, RegAlloc: RegAllocAlgorithm<'liveness,
             } else {
                 debug!("No register available for {vreg}. Retrying later");
                 worklist.push_back((vreg, instr_uid));
-                debug!("Worklist: {:?}", worklist);
             }
         }
 
diff --git a/ir/crates/back/src/codegen/targets/x86_64/mod.rs b/ir/crates/back/src/codegen/targets/x86_64/mod.rs
index 5c0b458..eae24f6 100644
--- a/ir/crates/back/src/codegen/targets/x86_64/mod.rs
+++ b/ir/crates/back/src/codegen/targets/x86_64/mod.rs
@@ -508,8 +508,8 @@ impl machine::isa::MachInstr for Instr {
             Self::CMP32rr { lhs, rhs } => {
                 smallvec![InstrOperand::Reg(*lhs), InstrOperand::Reg(*rhs)]
             }
-            Self::CMP32ri { lhs, .. } => smallvec![InstrOperand::Reg(*lhs),],
-            Self::CMP8ri { lhs, .. } => smallvec![InstrOperand::Reg(*lhs),],
+            Self::CMP32ri { lhs, rhs } => smallvec![InstrOperand::Reg(*lhs),InstrOperand::Imm(*rhs)],
+            Self::CMP8ri { lhs, rhs } => smallvec![InstrOperand::Reg(*lhs),InstrOperand::Imm(*rhs)],
             Self::SETCC { dest, .. } => smallvec![InstrOperand::Reg(*dest)],
             Self::JCC { target, .. } => smallvec![InstrOperand::Label(*target),],
         }
diff --git a/ir/crates/compiler/src/main.rs b/ir/crates/compiler/src/main.rs
index 6f93fbb..47b9da9 100644
--- a/ir/crates/compiler/src/main.rs
+++ b/ir/crates/compiler/src/main.rs
@@ -27,7 +27,8 @@ fn valid_source_file_extension(file_path: &str) -> Result<PathBuf, String> {
     Ok(file_path)
 }
 
-fn main() -> Result<()> {
+fn main() -> Result<()> {   
+    let start = std::time::Instant::now();
     tracing_subscriber::fmt().with_max_level(tracing::Level::DEBUG).init();
     let args = Args::parse();
     let file_path = args.source_file;
@@ -35,21 +36,30 @@ fn main() -> Result<()> {
     let module = natrix_front::module::parse(&file_contents).map_err(
         |e| anyhow::anyhow!("Failed to parse module: {}", e)
     )?;
+    debug!("Took {:?} to parse module", start.elapsed());
+    let start = std::time::Instant::now();
     println!("{:?}", module);
     let mut module = FrontBridge::new().bridge(module);
     println!("{:?}", module);
+    debug!("Took {:?} to bridge module", start.elapsed());
+    let start = std::time::Instant::now();
     let mut config = optimization::PipelineConfig::o1();
     config.dead_code_elimination = false;
     // module.optimize(config);
+    debug!("Took {:?} to optimize module", start.elapsed());
+    let start = std::time::Instant::now();
     println!("{module}");
     let mut x86_mod = natrix_back::codegen::machine::module::Builder::<x86_64::Target>::new(&mut module).build();
     x86_mod.run_register_allocator();
     x86_mod.run_register_coalescer();
     x86_mod.remove_fallthrough_jumps();
     x86_mod.expand_pseudo_instructions();
+    debug!("Took {:?} to generate x86 module", start.elapsed());
+    let start = std::time::Instant::now();
     debug!("{x86_mod}");
     let base_addr = 0x1000;
     let asm_module = x86_mod.assemble(base_addr);
+    debug!("Took {:?} to assemble x86 module", start.elapsed());
     let mut emu = Emulator::new(
         &asm_module
     );
diff --git a/ir/examples/arithmetic.nx b/ir/examples/arithmetic.nx
index 1b69fd3..e9434a7 100644
--- a/ir/examples/arithmetic.nx
+++ b/ir/examples/arithmetic.nx
@@ -10,5 +10,5 @@ bb2:
     br bb1(v5, v6);
 bb3:
     v7 = add i32 v2, v2;
-    br bb1(v7, v3);
+    ret i32 v7;
 }