151103-09-2

Basic information

• Product Name: 4-(DIFLUOROMETHOXY)-3-(CYCLOPROPYLMETHOXY)-BENZALDEHYDE
• Synonyms: Roflumilast intermediate A;4-(DIFLUOROMETHOXY)-3-(CYCLOPROPYLMETHOXY)-BENZALDEHYDE;3-(Cyclopropylmethoxy)-4-(difluoromethoxy)benzaldehyd;3-(cyclopropylmethoxy)-4-(difluoromethoxy)benzaldehyde;RofluMilast interMediate;Benzaldehyde, 3-(cyclopropylMethoxy)-4-(difluoroMethoxy)-;3-CyclopropylMethoxy-4-isopropoxy-benzaldehyde;RofluMilast InterMediate I
• CAS NO: 151103-09-2
• Molecular Formula: C₁₂H₁₂F₂O₃
• Molecular Weight: 242.22
• EINECS: 1312995-182-4
• Product Categories: Fluorine series;Roflumilast interemdiate
• Mol File: 151103-09-2.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 331.3 °C at 760 mmHg
• Flash Point: 149.1 °C
• Appearance: Light yellow powder
• Density: 1.277 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 4-(DIFLUOROMETHOXY)-3-(CYCLOPROPYLMETHOXY)-BENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(DIFLUOROMETHOXY)-3-(CYCLOPROPYLMETHOXY)-BENZALDEHYDE(151103-09-2)
• EPA Substance Registry System: 4-(DIFLUOROMETHOXY)-3-(CYCLOPROPYLMETHOXY)-BENZALDEHYDE(151103-09-2)

Safety Data

• Hazardous Substances Data: 151103-09-2(Hazardous Substances Data)

Usage

General Description

4-(Difluoromethoxy)-3-(cyclopropylmethoxy)-benzaldehyde is a chemical compound with the molecular formula C11H11F2O3. It belongs to the class of benzaldehyde derivatives and contains two fluorine atoms, a methoxy group, and a cyclopropylmethyl group attached to a benzene ring. 4-(DIFLUOROMETHOXY)-3-(CYCLOPROPYLMETHOXY)-BENZALDEHYDE is commonly used in organic synthesis and pharmaceutical research for the development of new drugs and materials. Its unique structure and functional groups make it a valuable building block for the synthesis of various complex molecules with potentially useful biological and pharmacological properties.

Synthetic route

cyclopropylcarbinyl bromide (7051-34-5) + 4-difluoromethoxy-3-hydroxybenzaldehyde (151103-08-1) → 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2)

Conditions	Yield
Stage #1: 4-difluoromethoxy-3-hydroxybenzaldehyde With potassium carbonate; potassium iodide In dimethyl sulfoxide at 70℃; for 1h; Stage #2: cyclopropylcarbinyl bromide In dimethyl sulfoxide at 70℃; for 4h;	99%
With trimethylbenzylammonium bromide; potassium carbonate; potassium iodide In tetrahydrofuran at 0℃; Concentration; Reflux;	98.5%
With potassium carbonate In tetrahydrofuran at 0℃; for 14h; Heating / reflux;	97%

Cyclopropylmethanol (2516-33-8) + 4-(difluoromethoxy)-3-fluorobenzaldehyde → 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2)

Conditions	Yield
With potassium tert-butylate In 1,4-dioxane at 70 - 75℃; for 4h; Reagent/catalyst; Solvent; Temperature;	96.6%

3-(cyclopropylmethoxy)-4-hydroxybenzaldehyde (25934-52-5) + sodium chlorodifluoroacetate (1895-39-2) → 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2)

Conditions	Yield
With sodium hydroxide In N,N-dimethyl-formamide at 120℃; for 2h;	84%

3,4-dihydroxybenzaldehyde (139-85-5) → 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydroxide / N,N-dimethyl-formamide; water / 2 h / 120 °C 2: potassium carbonate / tetrahydrofuran / 14 h / 0 °C / Reflux View Scheme
Multi-step reaction with 2 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 20 - 85 °C 1.2: 8 - 10 h / Inert atmosphere 2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 6 h / 75 - 80 °C View Scheme
Multi-step reaction with 2 steps 1: sodium hydroxide / N,N-dimethyl-formamide; water / 2 h / 120 °C 2: caesium carbonate / N,N-dimethyl-formamide / 1 h / 65 °C View Scheme

4-benzyloxy-3-hydroxy-benzaldehyde (4049-39-2) → 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2)

Conditions	Yield
Multi-step reaction with 3 steps 1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 65 °C 2: palladium 10% on activated carbon; hydrogen / ethyl acetate / 2 h / 20 °C 3: sodium hydroxide / N,N-dimethyl-formamide / 2 h / 120 °C View Scheme

4-(benzyloxy)-3-(cyclopropylmethoxy)benzaldehyde (1381886-14-1) → 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 2 h / 20 °C 2: sodium hydroxide / N,N-dimethyl-formamide / 2 h / 120 °C View Scheme

vanillin (121-33-5) → 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2)

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydroxide / N,N-dimethyl-formamide / 2 h / 90 °C 2: lithium chloride / N,N-dimethyl-formamide / Reflux 3: potassium carbonate / tetrahydrofuran / 1 h / 20 °C View Scheme

4-(difluoromethoxy)-3-methoxybenzaldehyde (162401-70-9) → 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: lithium chloride / N,N-dimethyl-formamide / Reflux 2: potassium carbonate / tetrahydrofuran / 1 h / 20 °C View Scheme

3-fluoro-4-hydroxybenzaldehyde (405-05-0) → 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydroxide / N,N-dimethyl-formamide; water / 2 h / 95 - 100 °C 2: potassium tert-butylate / 1,4-dioxane / 4 h / 70 - 75 °C View Scheme

(R)-2-methylpropane-2-sulfinamide (196929-78-9) + 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2) → (R)-2-methyl-2-propanesulfinic acid 3-cyclopropylmethoxy-4-(difluoromethoxy)benzylideneamide (1367625-78-2)

Conditions	Yield
With titanium(IV) tetraethanolate In tetrahydrofuran at 20℃; for 12h;	99.8%

(S)-2-methylpropane-2-sulfinamide (343338-28-3) + 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2) → (S)-2-methyl-2-propanesulfinic acid 3-cyclopropylmethoxy-4-(difluoromethoxy)benzylideneamide (1367625-79-3)

Conditions	Yield
With titanium(IV) tetraethanolate In tetrahydrofuran at 20℃; for 12h;	98.8%

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2) → 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzoic acid (162401-62-9)

Conditions	Yield
With sodium chlorite; aminosulfonic acid In water; acetic acid at 20℃; for 1h;	97%
With dihydrogen peroxide; potassium hydroxide In methanol at 65℃; for 1h;	97%
With sodium chlorite; aminosulfonic acid In water; acetic acid at 20℃; for 1h; Concentration;	97.3%

ethyl (triphenylphosphoranylidene)acetate (1099-45-2) + 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2) → ethyl (E)-3-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)acrylate

Conditions	Yield
In dichloromethane at 20℃; Wittig Olefination; Inert atmosphere;	97%

(1S,2R,5S)-2-isopropyl-5-methylcyclohexyl (R)-4-methylbenzenesulfinate (1517-82-4, 13064-80-7, 20752-45-8, 50444-99-0, 83060-18-8, 83060-21-3, 91796-57-5, 98147-48-9, 124819-73-4, 132829-99-3, 134929-63-8, 91177-13-8) + 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2) → (R)-4-methylbenzenesulfinic acid 3-cyclopropylmethoxy-4-(difluoromethoxy)benzylideneamide

Conditions	Yield
Stage #1: (1S,2R,5S)-2-isopropyl-5-methylcyclohexyl (R)-4-methylbenzenesulfinate With lithium hexamethyldisilazane In tetrahydrofuran at -78 - 0℃; for 2h; Stage #2: 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde In tetrahydrofuran at 0 - 20℃; for 12h;	95.8%

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2) → 3-cyclopropylmethoxy-4-difluoromethoxy-benzaldehyde oxime (888012-88-2)

Conditions	Yield
With hydroxylamine hydrochloride; triethylamine In acetonitrile at 20℃; for 20h; Heating / reflux;	95%
With hydroxylamine hydrochloride; sodium carbonate In dimethyl sulfoxide at 20℃;

methylmagnesium bromide (75-16-1) + 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2) → 1-[3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]ethanol

Conditions	Yield
Stage #1: methylmagnesium bromide; 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde In tetrahydrofuran at -78℃; Stage #2: With water; ammonium chloride In tetrahydrofuran	94%

dimedone (126-81-8) + para-bromophenacyl bromide (99-73-0) + 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2) → 2-[(4-bromophenyl)carbonyl]-3-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-6,6-dimethyl-3,5,6,7-tetrahydro-1-benzofuran-4(2H)-one

Conditions	Yield
Stage #1: dimedone; para-bromophenacyl bromide; 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde With pyridine In acetonitrile for 3h; Reflux; Stage #2: With triethylamine In acetonitrile Reflux;	89%

dimedone (126-81-8) + para-bromophenacyl bromide (99-73-0) + 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2) → 2-[(4-bromophenyl)carbonyl]-3-(3-cyclopropylmethoxy,4-difluoromethoxyphenyl)-6,6-dimethyl-3,5,6,7-tetrahydro-1-benzofuran-4(2H)-one

Conditions	Yield
Stage #1: dimedone; para-bromophenacyl bromide; 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde With pyridine In acetonitrile at 70℃; for 3h; Stage #2: With triethylamine In acetonitrile at 70℃; for 16h; Temperature; stereospecific reaction;	89%

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2) → (3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-methanol (151450-20-3)

Conditions	Yield
With sodium tetrahydroborate In tetrahydrofuran; water at 0℃; for 0.166667h;	87%
Stage #1: 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde With sodium tetrahydroborate In tetrahydrofuran; methanol at 0 - 20℃; for 24h; Stage #2: With sodium hydroxide; water	81%
With sodium tetrahydroborate In tetrahydrofuran; methanol at 20℃;

4-Nitrophenacyl bromide (99-81-0) + dimedone (126-81-8) + 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2) → 3-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-6,6-dimethyl-2-(4-nitrophenylcarbonyl)-3,5,6,7-tetrahydro-1-benzofuran-4(2H)-one

Conditions	Yield
Stage #1: 4-Nitrophenacyl bromide; dimedone; 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde With pyridine In acetonitrile for 3h; Reflux; Stage #2: With triethylamine In acetonitrile Reflux;	86%

4-Nitrophenacyl bromide (99-81-0) + dimedone (126-81-8) + 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2) → 3-(3-cyclopropylmethoxy,4-difluoromethoxyphenyl)-6,6-dimethyl-2-(4-nitrophenylcarbonyl)-3,5,6,7-tetrahydro-1-benzofuran-4(2H)-one

Conditions	Yield
Stage #1: 4-Nitrophenacyl bromide; dimedone; 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde With pyridine In acetonitrile at 70℃; for 3h; Stage #2: With triethylamine In acetonitrile at 70℃; for 14h; Temperature; stereospecific reaction;	86%

dimedone (126-81-8) + 2-bromo-1-(3,4-dichlorophenyl)ethanone (2632-10-2) + 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2) → 3-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-2-[(3,4-dichlorophenyl)carbonyl]-6,6-dimethyl-3,5,6,7-tetrahydro-1-benzofuran-4(2H)-one

Conditions	Yield
Stage #1: dimedone; 2-bromo-1-(3,4-dichlorophenyl)ethanone; 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde With pyridine In acetonitrile for 3h; Reflux; Stage #2: With triethylamine In acetonitrile Reflux;	85%

dimedone (126-81-8) + 2-Bromo-4'-methoxyacetophenone (2632-13-5) + 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2) → 3-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-6,6-dimethyl-2-(4-methoxyphenylcarbonyl)-3,5,6,7-tetrahydro-1-benzofuran-4(2H)-one

Conditions	Yield
Stage #1: dimedone; 2-Bromo-4'-methoxyacetophenone; 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde With pyridine In acetonitrile for 3h; Reflux; Stage #2: With triethylamine In acetonitrile Reflux;	84%

dimedone (126-81-8) + 2-Bromo-4'-methoxyacetophenone (2632-13-5) + 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2) → 3-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-6,6-dimethyl-2-(4-methoxyphenylcarbonyl)-3,5,6,7-tetrahydro-1-benzofuran-4(2H)-one

Conditions	Yield
Stage #1: dimedone; 2-Bromo-4'-methoxyacetophenone; 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde With pyridine In acetonitrile at 70℃; for 3h; Stage #2: With triethylamine In acetonitrile at 70℃; for 15h; Temperature; stereospecific reaction;	84%

acetic anhydride (108-24-7) + 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2) → 3-cyclopropylmethoxy-4-difluoromethoxycinnamic acid

Conditions	Yield
With potassium carbonate at 140 - 150℃; for 3.5h; Perkin Carboxylic Acid Synthesis;	84%

3,5-dichloro-4-picoline (100868-46-0) + 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2) → 1-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-(3,5-dichloro-1-pyridin-4-yl)ethanone (1113061-20-3, 1239278-70-6, 1246537-42-7)

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at -30 - -20℃; for 1h;	75%
Stage #1: 3,5-dichloro-4-picoline; 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde With potassium tert-butylate In tetrahydrofuran at -30 - -20℃; Stage #2: With water; ammonium chloride In tetrahydrofuran at -10 - -5℃;

pyridin-4-yl-acetic acid ethyl ester (54401-85-3) + 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2) → 3-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-2-(pyridin-4-yl)acrylic acid ethyl ester (1041846-46-1)

Conditions	Yield
With ammonium acetate In acetic acid for 18h; Reflux;	75%

1-propynylmagnesium bromide (16466-97-0, 13254-27-8) + 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2) → 1-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)but-2-yn-1-ol

Conditions	Yield
In tetrahydrofuran at 20℃; for 16h; Inert atmosphere;	74%

3,5-dichloro-4-aminopyridine (22889-78-7) + 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2) → 3,5-dichloro-N-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)benzylidene)pyridin-4-amine (1454574-39-0)

Conditions	Yield
Stage #1: 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde With trifluoroacetic acid; trimethyl orthoformate In toluene at 20 - 30℃; Inert atmosphere; Reflux; Stage #2: 3,5-dichloro-4-aminopyridine With trifluoroacetic acid In toluene at 40 - 110℃;	73%
Stage #1: 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde With toluene-4-sulfonic acid; trimethyl orthoformate In toluene for 3h; Reflux; Stage #2: 3,5-dichloro-4-aminopyridine With toluene-4-sulfonic acid In toluene at 70 - 80℃; for 30h; Reflux;	23%
With N,O-Bis(trimethylsilyl)trifluoroacetamide; toluene-4-sulfonic acid In acetonitrile for 48h; Reagent/catalyst; Reflux;	70 %Chromat.

Nitroethane (79-24-3) + 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2) → 2-(cyclopropylmethoxy)-1-(difluoromethoxy)-4-(2-nitroprop-1-en-1-yl)benzene

Conditions	Yield
With ammonium acetate; acetic acid at 90℃; for 9h; Inert atmosphere;	54%

methanol (67-56-1) + 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2) → 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzoic acid methyl ester

Conditions	Yield
With Oxone at 55 - 60℃; for 3h;	52%
With Oxone at 55 - 60℃; for 3h;	52%

3,5-dichloro-4-methylpyridin-1-ium-1-olate (1026899-06-8) + 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2) → (R/S)-1-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-(3,5-dichloro-1-oxypyridin-4-yl)ethanol (1113061-31-6)

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at -35℃; for 0.666667h; Inert atmosphere;	42%
With potassium tert-butylate In tetrahydrofuran at -35℃; for 1.16667h;

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2) → 3-cyclopropylmethoxy-4-difluoromethoxybenzyl chloride (153587-18-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: NaBH4 / methanol; tetrahydrofuran / 20 °C 2: SOCl2; DMF / toluene View Scheme

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2) → (3-cyclopropylmethoxy-4-difluoromethoxyphenyl)acetonitrile (153276-22-3)

Conditions	Yield
Multi-step reaction with 3 steps 1: NaBH4 / methanol; tetrahydrofuran / 20 °C 2: SOCl2; DMF / toluene 3: ethanol; H2O; dimethylformamide / 2 h / 60 °C View Scheme

(1S,2R,5S)-2-isopropyl-5-methylcyclohexyl (R)-4-methylbenzenesulfinate (1517-82-4, 13064-80-7, 20752-45-8, 50444-99-0, 83060-18-8, 83060-21-3, 91796-57-5, 98147-48-9, 124819-73-4, 132829-99-3, 134929-63-8, 91177-13-8) + 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde (151103-09-2) → C25H26F2N2O3S + C25H26F2N2O3S

Conditions	Yield
Multi-step reaction with 2 steps 1.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -78 - 0 °C 1.2: 12 h / 0 - 20 °C 2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 - 0 °C 2.2: -78 °C View Scheme

Upstream product

• 405-05-0 3-fluoro-4-hydroxybenzaldehyde 
• 2516-33-8 Cyclopropylmethanol 
• 1214379-56-2 4-(difluoromethoxy)-3-fluorobenzaldehyde 
• 162401-70-9 4-(difluoromethoxy)-3-methoxybenzaldehyde 
• 121-33-5 vanillin 
• 25934-52-5 3-(cyclopropylmethoxy)-4-hydroxybenzaldehyde 
• 1895-39-2 sodium chlorodifluoroacetate 
• 1381886-14-1 4-(benzyloxy)-3-(cyclopropylmethoxy)benzaldehyde 
• 4049-39-2 4-benzyloxy-3-hydroxy-benzaldehyde 
• 139-85-5 3,4-dihydroxybenzaldehyde 
• 7051-34-5 cyclopropylcarbinyl bromide 
• 151103-08-1 4-difluoromethoxy-3-hydroxybenzaldehyde 

Downstream Products

• 162401-62-9 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzoic acid 
• 1454574-39-0 3,5-dichloro-N-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)benzylidene)pyridin-4-amine 
• 162401-32-3 roflumilast 
• 1454798-33-4 C₁₄H₁₈F₂O₄ 
• 672883-68-0 3-(cyclopropylmethoxy)-4-(difluoromethoxy)benzoyl chloride 
• 1428848-43-4 (S)-3,5-dichloro-4-(2-((3-(cyclopropylmethoxy)-4-(difluoromethoxy)benzyloxy)carbonyloxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)ethyl)pyridine 1-oxide 
• 1367625-73-7 4-{2-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-2-[3-(3-nitrophenyl)pyrazol-1-yl]ethyl}pyridine 
• 1367625-94-2 (S)-N-(3-{1-[1-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-2-(1-oxypyridin-4-yl)ethyl]-1H-pyrazol-3-yl}phenyl)acetamide 
• 1367625-93-1 (R)-N-(3-{1-[1-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-2-(1-oxypyridin-4-yl)ethyl]-1H-pyrazol-3-yl}phenyl)acetamide 
• 1367625-92-0 (S)-N-(3-{1-[1-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-2-(pyridin-4-yl)ethyl]-1H-pyrazol-3-yl}phenyl)acetamide 
• 1367625-91-9 (R)-N-(3-{1-[1-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-2-(pyridin-4-yl)ethyl]-1H-pyrazol-3-yl}phenyl)acetamide 
• 1367625-90-8 (S)-3-{1-[1-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-2-(pyridin-4-yl)ethyl]-1H-pyrazol-3-yl}phenylamine 
• 1367625-89-5 (R)-3-{1-[1-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-2-(pyridin-4-yl)ethyl]-1H-pyrazol-3-yl}phenylamine 
• 1367625-88-4 (S)-4-{2-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-2-[3-(3-nitrophenyl)pyrazol-1-yl]ethyl}pyridine 

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