42055-15-2

Basic information

• Product Name: 3-(METHYLAMINO)-1-PROPANOL
• Synonyms: N-(METHYLAMINO)-1-PROPANOL;3-(METHYLAMINO)-1-PROPANOL;3-(Methylamino)propane-1-ol;N-3-hydroxypropyl-N-MethylaMine;3-(MethylaMino)propan-1-ol;1-Hydroxy-3-(methylamino)propane, 3-Hydroxy-N-methylpropylamine;3-(MethylaMino)propan-l-ol;1-Propanol,3-(MethylaMino)-
• CAS NO: 42055-15-2
• Molecular Formula: C₄H₁₁NO
• Molecular Weight: 89.14
• EINECS: 1533716-785-6
• Mol File: 42055-15-2.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 169°C
• Flash Point: 82℃
• Appearance: /
• Density: 0.917 g/mL at 25 °C
• Vapor Pressure: 0.679mmHg at 25°C
• Refractive Index: 1.448
• Storage Temp.: 2-8°C
• PKA: 15.06±0.10(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 3-(METHYLAMINO)-1-PROPANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(METHYLAMINO)-1-PROPANOL(42055-15-2)
• EPA Substance Registry System: 3-(METHYLAMINO)-1-PROPANOL(42055-15-2)

Safety Data

• Hazard Codes: C
• Statements: 10-34-22
• Safety Statements: 16-36/37/39-45-26
• RIDADR: 2735
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: Ⅱ
• Hazardous Substances Data: 42055-15-2(Hazardous Substances Data)

Usage

Uses

3-Methylamino-1-propanol is an alkanolamine that is used to redisperse compacted solids (such as antiperspirant materials) in order to analyze its components.

InChI:InChI=1/C4H11NO/c1-5-3-2-4-6/h5-6H,2-4H2,1H3

Synthetic route

tert-butyl (3-hydroxypropyl)methylcarbamate (98642-44-5) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
With hydrogenchloride for 17h;	100%

3-(N-formylamino)propan-1-ol (49807-74-1) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
With potassium hydroxide	86.6%
Stage #1: N-(3-hydroxypropyl)formamide With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 5h; Heating / reflux; Stage #2: With potassium hydroxide; water In tetrahydrofuran for 0.5h; Heating / reflux;	86.6%
With lithium aluminium tetrahydride In diethyl ether at 25℃; for 15h;	84%

methylamine (74-89-5) + 1-chloro-3-hydroxypropane (627-30-5) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
In ethanol at 20℃; for 144h;	65%
In ethanol at 25℃; for 15h;	40%
In water at 0 - 30℃; for 17h;	100.4 g

3-(N-benzyl-N-methylamino)-propan-1-ol → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In ethanol at 60℃; under 15201 Torr; for 4h; Autoclave;	61%
With hydrogen; nickel In ethanol

ethyl 3-methylaminopropionate (2213-08-3) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran	56%
With lithium aluminium tetrahydride
With lithium aluminium tetrahydride In diethyl ether Heating;

→ N-methyl-3-hydroxypropylamine

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 80℃; for 32.5h;	50%

methyl chloroformate (79-22-1) + propan-1-ol-3-amine (156-87-6) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
With sodium carbonate In dichloromethane 1.) 10 deg C, 2.) reflux;	37%

trimethylene oxide (503-30-0) + methylamine (74-89-5) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
With water at 150℃;
With water

methyl-carbamic acid-(3-chloro-propyl ester) (42050-46-4) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
With potassium hydroxide

allyl alcohol (107-18-6) + methylamine (74-89-5) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
With sodium 2-propenoate at 120 - 150℃;

allyl alcohol (107-18-6) + methylamine (74-89-5) → N-methyl-3-hydroxypropylamine (42055-15-2) + 3,3'-(methylazanediyl)bis(propan-1-ol) (2158-67-0)

Conditions	Yield
With sodium 2-propenoate at 120 - 150℃;

propan-1-ol-3-amine (156-87-6) + methyl iodide (74-88-4) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
In methanol Heating;

dimethyl sulfate (77-78-1) + propan-1-ol-3-amine (156-87-6) → N-methyl-3-hydroxypropylamine (42055-15-2) + 3-Dimethylamino-1-propanol (3179-63-3)

Conditions	Yield
With lithium hydride 1.) THF, room temp., 1 h; 2.) room temp., 1 h; Yield given. Multistep reaction;
With calcium hydride 1.) THF, room temp., 2.) room temp., 1 h; Yield given. Multistep reaction;

diethylphosphoramidate de N-methyle et de N-(hydroxy-3 propyle) (98056-36-1) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
With hydrogenchloride In water for 12h; Heating;

diethylthiophosphoramidate de N-methyle et de N-(hydroxy-3 propyle) (98056-38-3) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
With hydrogenchloride In water for 12h; Heating;

bis-dimethylphosphoramide de N-methyle et de N-(hydroxy-3 propyle) (98056-40-7) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
With hydrogenchloride In water for 12h; Heating;

methyl-carbamic acid-(3-chloro-propyl ester) (42050-46-4) + alcoholic KOH-solution → N-methyl-3-hydroxypropylamine (42055-15-2)

methylamine hydrochloride (593-51-1) + allyl alcohol (107-18-6) + sodium → N-methyl-3-hydroxypropylamine (42055-15-2) + 3,3'-(methylazanediyl)bis(propan-1-ol) (2158-67-0)

methanol (67-56-1) + propan-1-ol-3-amine (156-87-6) → N-methyl-3-hydroxypropylamine (42055-15-2) + 3-Dimethylamino-1-propanol (3179-63-3)

Conditions	Yield
With Cs-P-Si mixed-oxide at 300℃; under 61504.9 Torr; Title compound not separated from byproducts;

methanol (67-56-1) + propan-1-ol-3-amine (156-87-6) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
With Cs-P-Si at 300℃; under 61504.9 Torr;
With mesoporous Cs-B-Zr mixed oxide In neat (no solvent) at 220℃; under 32253.2 Torr; for 0.5h; Autoclave; Inert atmosphere; Green chemistry;

1-chloro-3-hydroxypropane (627-30-5) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
Stage #1: 1-chloro-3-hydroxypropane With methylamine In water for 72h; Heating / reflux; Stage #2: With potassium carbonate In water at 20℃; Product distribution / selectivity;
Stage #1: 1-chloro-3-hydroxypropane With methylamine; sodium iodide In water at 20℃; for 17h; Stage #2: With potassium carbonate In water at 20℃; Product distribution / selectivity;

N-(tert-butoxycarbonyl)-3-aminopropanal (58885-60-2) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
Stage #1: N-(tert-butoxycarbonyl)-3-aminopropanal With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 17.3333h; Reflux; Inert atmosphere; Stage #2: With sodium sulfate decahydrate In tetrahydrofuran at 20℃; Inert atmosphere;

methylamine (74-89-5) + 1-bromo-3-propanol (627-18-9) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
In water at 20℃; for 14h; Cooling with ice;	6 g

N-methyl-3-hydroxypropylamine (42055-15-2) + 3-Chloro-4-((R)-3,3,3-trifluoro-2-hydroxy-2-methyl-propionylamino)-benzoic acid (243982-49-2) → 3-chloro-N-(3-hydroxy-propyl)-N-methyl-4-(3,3,3-trifluoro-2-hydroxy-2-methyl-propionylamino)-benzamide

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 18h; Acylation;	100%

N-methyl-3-hydroxypropylamine (42055-15-2) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl (3-hydroxypropyl)methylcarbamate (98642-44-5)

Conditions	Yield
With 1-methylimidazolium tetrafluoroborate at 30 - 35℃; for 0.0833333h;	100%
With triethylamine In dichloromethane at 20℃; for 11h;	100%
With triethylamine In methanol at 20℃;	99%

N-methyl-3-hydroxypropylamine (42055-15-2) + (fluorenylmethoxy)carbonyl chloride (28920-43-6) → (9H-fluoren-9-yl)methyl 3-hydroxypropylmethylcarbamate (1419843-78-9)

Conditions	Yield
With triethylamine In dichloromethane at -18℃; Cooling with ice;	100%

N-methyl-3-hydroxypropylamine (42055-15-2) + 3-methyl-3-(2,4,5-trimethyl-3,6-dioxo-cyclohexa-1,4-dienyl)-butyric acid (40662-29-1) → N-(3-hydroxypropyl)-N,3-dimethyl-3-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)butanamide (1426551-48-5)

Conditions	Yield
Stage #1: 3-methyl-3-(2,4,5-trimethyl-3,6-dioxo-cyclohexa-1,4-dienyl)-butyric acid With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at 0℃; for 0.5h; Stage #2: N-methyl-3-hydroxypropylamine In tetrahydrofuran at 20℃;	100%

N-methyl-3-hydroxypropylamine (42055-15-2) + 3,3'-bis(3-bromopropoxy)-2,2'-dimethyl-1,1'-biphenyl → 3,3'-((((2,2'-dimethyl-[1,1'-biphenyl]-3,3'-diyl)bis(oxy))bis(propane-3,1-diyl))bis(methylazanediyl))bis(propan-1-ol)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In methanol at 65℃; for 18h; Inert atmosphere;	100%

2,4-dichlorothieno[3,2-d]pyrimidine (16234-14-3) + N-methyl-3-hydroxypropylamine (42055-15-2) → 3-((2-chlorothieno[3,2-d]pyrimidin-4-yl)(methyl)amino)propan-1-ol

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In ethyl acetate at 20℃;	99%

N-methyl-3-hydroxypropylamine (42055-15-2) + 4-(t-butyl)phenyl isocyanate (1943-67-5) → C15H24N2O2 (1381761-31-4)

Conditions	Yield
Stage #1: N-methyl-3-hydroxypropylamine; 4-(t-butyl)phenyl isocyanate In dichloromethane at 20℃; Stage #2: With hydrogenchloride In dichloromethane	98%

N-methyl-3-hydroxypropylamine (42055-15-2) + 2-chloro-1,3-benzoxazole (615-18-9) → 3-(benzooxazol-2-ylmethylamino)propan-1-ol (122321-02-2)

Conditions	Yield
With triethylamine In tetrahydrofuran at 60 - 70℃; for 2h; Inert atmosphere;	97%
With triethylamine In tetrahydrofuran at 0 - 20℃; for 3h;
With triethylamine In tetrahydrofuran; dichloromethane
With triethylamine In tetrahydrofuran; dichloromethane

N-methyl-3-hydroxypropylamine (42055-15-2) + 4-chlorobenzaldehyde (104-88-1) → 3-methyl-2-(4-chlorophenyl)tetrahydro-1,3-oxazine (138609-41-3)

Conditions	Yield
In benzene Heating;	96%

N-methyl-3-hydroxypropylamine (42055-15-2) → N-methyl-N-nitroso-3-hydroxypropylamine (70415-59-7)

Conditions	Yield
With tert.-butylnitrite In tetrahydrofuran Heating;	95%
With hydrogenchloride; sodium nitrite
With tert.-butylnitrite

N-methyl-3-hydroxypropylamine (42055-15-2) + di-tert-butyl dicarbonate (24424-99-5) → 3-([N-(tert-butylcarbonyl)-N-methyl]amino)-1-propanol

Conditions	Yield
In tetrahydrofuran; water	95%

N-methyl-3-hydroxypropylamine (42055-15-2) + tert-butyldimethylsilyl chloride (18162-48-6) → 3-((tert-butyldimethylsilyl)oxy)-N-methylpropan-1-amine

Conditions	Yield
With 1H-imidazole In dichloromethane at 20℃; for 12h;	92%
With 1H-imidazole In dichloromethane at 0 - 20℃;	52.6%

N-methyl-3-hydroxypropylamine (42055-15-2) + tert-butyl 3-oxoazetidine-1-carboxylate (398489-26-4) → tert-butyl 3-((3-hydroxypropyl)(methyl)amino)azetidine-1-carboxylate

Conditions	Yield
With sodium tris(acetoxy)borohydride In dichloromethane at 25℃; for 16h;	91.2%

N-methyl-3-hydroxypropylamine (42055-15-2) + 5-methoxymethylene-2,2-dimethyl-1,3-dioxane-4,6-dione (15568-85-1) → 5-{[(3-Hydroxy-propyl)-methyl-amino]-methylene}-2,2-dimethyl-[1,3]dioxane-4,6-dione

Conditions	Yield
In acetonitrile for 8h; Heating;	90%

N-methyl-3-hydroxypropylamine (42055-15-2) + benzyl chloroformate (501-53-1) → benzyl 3-hydroxypropyl(methyl)carbamate

Conditions	Yield
β‐cyclodextrin In water at 20℃; for 0.05h;	89%
With sodium hydroxide In 1,4-dioxane; water at 50℃; for 0.5h;	82.6%
With potassium hydroxide In 1,4-dioxane; water for 1h; pH=10;	82%

N-methyl-3-hydroxypropylamine (42055-15-2) + methyl chloroformate (79-22-1) → methyl (3-hydroxypropyl)(methyl)carbamate (958255-17-9)

Conditions	Yield
With potassium carbonate In acetone for 12h; Heating;	89%

N-methyl-3-hydroxypropylamine (42055-15-2) + 3-fluorobromobenzene (1073-06-9) → N-methyl-N-(3-hydroxyl-1-propyl)-3-fluoroaniline (1248231-90-4)

Conditions	Yield
With potassium phosphate; copper(l) iodide; CVT-2537 In butan-1-ol at 110℃; for 15h; Inert atmosphere; chemoselective reaction;	87%

N-methyl-3-hydroxypropylamine (42055-15-2) + 5-bromo-2-chloro-4-methoxypyrimidine (57054-92-9) → 3-((5-bromo-4-methoxypyrimidin-2-yl)(methyl)amino)propan-1-ol

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 80℃; for 16h;	87%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 80℃; for 16h; Inert atmosphere;	87%

N-methyl-3-hydroxypropylamine (42055-15-2) + 4,4'-Difluorobenzophenone (345-92-6) → 4-fluoro-4'-N-(methyl-3-hydroxypropylamino)benzophenone

Conditions	Yield
With 18-crown-6 ether; potassium carbonate In dimethyl sulfoxide at 100℃; for 48h;	86%

N-methyl-3-hydroxypropylamine (42055-15-2) + benzoyl chloride (98-88-4) → N-(3-hydroxylpropyl)-N-methylbenzamide (41880-26-6)

Conditions	Yield
With trimethylamine In tetrahydrofuran at 0℃; Inert atmosphere;	86%

N-methyl-3-hydroxypropylamine (42055-15-2) → methyl-3-chloropropylamine (65232-62-4)

Conditions	Yield
With thionyl chloride at 0 - 20℃;	86%

N-methyl-3-hydroxypropylamine (42055-15-2) + 1-chlorophthalazine (5784-45-2) → 1-phthalazine (126650-64-4)

Conditions	Yield
In ethanol for 6h; Heating;	85%

N-methyl-3-hydroxypropylamine (42055-15-2) + 1-bromo-4-methoxy-benzene (104-92-7) → N-methyl-N-(3-hydroxyl-1-propyl)-4-methoxyaniline (1251248-66-4)

Conditions	Yield
With potassium phosphate; copper(l) iodide; CVT-2537 In butan-1-ol at 110℃; for 15h; Inert atmosphere; chemoselective reaction;	85%

4-(4-((benzyloxy)carbonyl)-1,4-diazepan-1-yl)benzoic acid + N-methyl-3-hydroxypropylamine (42055-15-2) → benzyl 4-(4-((3-hydroxypropyl)(methyl)carbamoyl)phenyl)-1,4-diazepane-1-carboxylate

Conditions	Yield
Stage #1: 4-{4-[(benzyloxy)carbonyl]-1,4-diazepan-1-yl}benzoic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; for 0.333333h; Stage #2: N-methyl-3-hydroxypropylamine In dichloromethane at 20℃; for 4h;	85%

N-methyl-3-hydroxypropylamine (42055-15-2) + (E)-(4-chlorobut-1-en-1-yl)benzene (7515-46-0) → 3-amino>-1-propanol (112403-53-9)

Conditions	Yield
With potassium carbonate In ethanol for 168h; Heating;	84%

N-methyl-3-hydroxypropylamine (42055-15-2) + 2-[2-[2-chloro-3-[(1,3-dihydro-3,3-dimethyl-1-propyl-2H-indolyl-2-ylidenyl)ethylidenyl]-1-cyclohexen-1-yl]ethenyl]-3,3-dimethyl-1-propylindolium iodide (207399-07-3) → C40H54N3O(1+)*I(1-)

Conditions	Yield
In acetonitrile at 80℃; for 0.166667h; Inert atmosphere;	84%
In acetonitrile at 80℃; for 0.166667h; Sealed tube;	84%

N-methyl-3-hydroxypropylamine (42055-15-2) + methyl adipoyl chloride (35444-44-1) → methyl 6-((3-hydroxypropyl)(methyl)amino)-6-oxohexanoate (1185730-64-6)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane Inert atmosphere;	82%
With N-ethyl-N,N-diisopropylamine In dichloromethane at -78 - 0℃; Inert atmosphere;	42%
In dichloromethane at -78 - 0℃; Inert atmosphere;	42%

N-methyl-3-hydroxypropylamine (42055-15-2) + C9H12Cl2N(1+)*CF3O3S(1-) → N-methyl-3-(2,4-dichlorophenoxy)propylamine (85507-24-0)

Conditions	Yield
Stage #1: N-methyl-3-hydroxypropylamine With potassium hexamethylsilazane In tetrahydrofuran; N,N-dimethyl-formamide at 25℃; for 0.166667h; Inert atmosphere; Schlenk technique; Stage #2: C9H12Cl2N(1+)*CF3O3S(1-) In tetrahydrofuran; N,N-dimethyl-formamide at 25℃; for 3h; Inert atmosphere; Schlenk technique;	82%

Upstream product

• 107-18-6 allyl alcohol 
• 74-89-5 methylamine 
• 5814-42-6 3-(N-benzyl-N-methylamino)-propan-1-ol 
• 627-18-9 1-bromo-3-propanol 
• 58885-60-2 N-(tert-butoxycarbonyl)-3-aminopropanal 
• 58885-58-8 N-tert-butoxycarbonyl-3-aminopropanol 
• 627-30-5 1-chloro-3-hydroxypropane 
• 67-56-1 methanol 
• 156-87-6 propan-1-ol-3-amine 
• 593-51-1 methylamine hydrochloride 
• 42050-46-4 methyl-carbamic acid-(3-chloro-propyl ester) 
• 98642-44-5 tert-butyl (3-hydroxypropyl)methylcarbamate 
• 98056-40-7 bis-dimethylphosphoramide de N-methyle et de N-(hydroxy-3 propyle) 
• 98056-38-3 diethylthiophosphoramidate de N-methyle et de N-(hydroxy-3 propyle) 

Downstream Products

• 13677-23-1 3-<3-Phenyl-1-methyl-thioureido>-propanol-(1) 
• 614734-69-9 benzo[b]thiophene-2-carboxylic acid (2-benzylsulfanyl-phenyl)-(3-methylamino-propyl)-amide 
• 849550-05-6 5-chloro-6-{2,6-difluoro-4-[3-(methylamino)propoxy]phenyl}-N-[(1S)-2,2,2-trifluoro-1-methylethyl][1,2,4]triazolo[1,5-a]pyrimidin-7-amine 
• 24127-46-6 (3-Hydroxy-propyl)-methyl-prop-2-inyl-amin 
• 21759-67-1 3-methyl-2-(4-nitro-phenyl)-[1,3]oxazinane 
• 70415-59-7 N-methyl-N-nitroso-3-hydroxypropylamine 
• 22089-17-4 2--3-methyl-2H-1,3,2-oxazaphosphorinan-1-oxid 
• 112403-53-9 3-amino>-1-propanol 

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