1072015-52-1

Usage

Uses

Used in Pharmaceutical Industry:
(R)-Tetrahydrofuran-3-amine hydrochloride is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structure and functional groups enable the development of new drugs with specific therapeutic properties.
Used in Chemical Research:
In the field of chemical research, (R)-Tetrahydrofuran-3-amine hydrochloride serves as a valuable building block for the synthesis of complex organic molecules. Its chiral center and amine functionality allow for the exploration of novel chemical reactions and the creation of new compounds with potential applications in various industries.
Used in Material Science:
(R)-Tetrahydrofuran-3-amine hydrochloride is utilized in the development of new materials with specific properties, such as polymers, coatings, and adhesives. Its ability to form salts and interact with other molecules makes it a promising candidate for improving material performance and functionality.
Used in Analytical Chemistry:
As an organic synthetic intermediate, (R)-Tetrahydrofuran-3-amine hydrochloride is employed in the development of analytical methods for the detection and quantification of various compounds. Its unique structure and reactivity can be leveraged to create selective and sensitive assays for monitoring chemical processes or environmental contaminants.

Synthetic route

[(3R)-tetrahydrofuran-3-yl]ammonium chloride (1072015-52-1) + 1-(6-ethyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)quinolin-2-yl)piperidin-4-one → (R)-1-(6-ethyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)quinolin-2-yl)-N-(tetrahydrofuran-3-yl)piperidin-4-amine

Conditions	Yield
With sodium tris(acetoxy)borohydride; acetic acid; N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane at 20℃;	91%

[(3R)-tetrahydrofuran-3-yl]ammonium chloride (1072015-52-1) + C19H19FN4O2 → (R)-1-(8-fluoro-4,6-dimethyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)quinolin-2-yl)-N-(tetrahydrofuran-3-yl)piperidin-4-amine

Conditions	Yield
Stage #1: [(3R)-tetrahydrofuran-3-yl]ammonium chloride; C19H19FN4O2 With N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane at 20℃; for 0.166667h; Stage #2: With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃;	87%

[(3R)-tetrahydrofuran-3-yl]ammonium chloride (1072015-52-1) + 1-(6-ethyl-8-fluoro-3-(3-methyl-1,2,4-oxadiazol-5-yl)quinolin-2-yl)piperidin-4-one → (R)-1-(6-ethyl-8-fluoro-3-(3-methyl-1,2,4-oxadiazol-5-yl)quinolin-2-yl)-N-(tetrahydrofuran-3-yl)piperidin-4-amine

Conditions	Yield
With sodium tris(acetoxy)borohydride; acetic acid; N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane at 20℃;	77%
Stage #1: [(3R)-tetrahydrofuran-3-yl]ammonium chloride; 1-(6-ethyl-8-fluoro-3-(3-methyl-1,2,4-oxadiazol-5-yl)quinolin-2-yl)piperidin-4-one With N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane at 20℃; for 0.166667h; Stage #2: With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃; for 3h;	68%

[(3R)-tetrahydrofuran-3-yl]ammonium chloride (1072015-52-1) + 3-(5-hydroxy-1H-indazo-1-yl)benzoic acid → 3-(5-hydroxy-1H-indazol-1-yl)-N-[(3R)-tetrahydrofuran-3-yl]benzamide

Conditions	Yield
Stage #1: [(3R)-tetrahydrofuran-3-yl]ammonium chloride; 3-(5-hydroxy-1H-indazo-1-yl)benzoic acid With triethylamine In dichloromethane at 20℃; for 20h; Inert atmosphere; Stage #2: With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In dichloromethane; ethyl acetate at 0 - 20℃; for 1h; Inert atmosphere;	73%

[(3R)-tetrahydrofuran-3-yl]ammonium chloride (1072015-52-1) + 1-(6-ethyl-8-fluoro-4-methyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)quinolin-2-yl)piperidin-4-one → (R)-1-(6-ethyl-8-fluoro-4-methyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)quinolin-2-yl)-N-(tetrahydrofuran-3-yl)piperidin-4-amine

Conditions	Yield
With sodium tris(acetoxy)borohydride; acetic acid; N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane at 20℃;	73%

[(3R)-tetrahydrofuran-3-yl]ammonium chloride (1072015-52-1) + 4,6-dichloro-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl] pyridine-3-carboxamide → 6-chloro-N-((R)-2-fluoro-3-hydroxy-3-methylbutyl)-4-(((R)-tetrahydrofuran-3-yl)amino) nicotinamide

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 120℃; for 12h;	69%

[(3R)-tetrahydrofuran-3-yl]ammonium chloride (1072015-52-1) + 4-chloro-7,8-dimethoxyquinazoline → (R)-7,8-dimethoxy-N-(tetrahydrofuran-3-yl)quinazolin-4-amine

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 100℃; for 3h;	67%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 100℃; for 3h;	67%

[(3R)-tetrahydrofuran-3-yl]ammonium chloride (1072015-52-1) + 6-amino-4-fluoronicotinonitrile → (R)-6-amino-4-((tetrahydrofuran-3-yl)amino)nicotinonitrile

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 110℃; Inert atmosphere;	66%

[(3R)-tetrahydrofuran-3-yl]ammonium chloride (1072015-52-1) + Benzyl bromoacetate (5437-45-6) → (R)-benzyl 2-((tetrahydrofuran-3-yl)amino)acetate

Conditions	Yield
Stage #1: [(3R)-tetrahydrofuran-3-yl]ammonium chloride With triethylamine In tetrahydrofuran at 0℃; for 0.333333h; Stage #2: Benzyl bromoacetate With sodium iodide In tetrahydrofuran at 0 - 20℃;	60.6%

4-chloro-5-iodo-6-methyl-pyrimidin-2-ylamine (897030-99-8) + [(3R)-tetrahydrofuran-3-yl]ammonium chloride (1072015-52-1) → (R)-5-iodo-6-methyl-N4-(tetrahydrofuran-3-yl)pyrimidine-2,4-diamine (1220812-14-5)

Conditions	Yield
With triethylamine In ethanol; water Reflux;	54%

5-methyl-2,4,6-trichloropyrimidine (1780-36-5) + [(3R)-tetrahydrofuran-3-yl]ammonium chloride (1072015-52-1) → (R)-2,6-dichloro-5-methyl-N-(tetrahydrofuran-3-yl)pyrimidin-4-amine

Conditions	Yield
With triethylamine In ethanol at -40 - 20℃; for 14h;	53%
With triethylamine In ethanol at 20℃; for 14h;	53%

[(3R)-tetrahydrofuran-3-yl]ammonium chloride (1072015-52-1) + C8H5F2IO2 (1113050-16-0) → C12H13FINO3 (1113050-17-1)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 75℃;

[(3R)-tetrahydrofuran-3-yl]ammonium chloride (1072015-52-1) → (3R)-tetrahydro-3-furanamine

Conditions	Yield
With N,N,N′,N′-tetramethyl-N″-tert-butylguanidine In N,N-dimethyl-formamide at 20℃; for 0.666667h;

5-amino-4,6-dichloro-2-methylpyrimidine (39906-04-2) + [(3R)-tetrahydrofuran-3-yl]ammonium chloride (1072015-52-1) → R-6-Chloro-2-methyl-N4-(tetrahydro-furan-3-yl)-pyrimidine-4,5-diamine (1231220-84-0)

Conditions	Yield
With triethylamine In isopropyl alcohol for 96h; Reflux;

[(3R)-tetrahydrofuran-3-yl]ammonium chloride (1072015-52-1) + 2',3'-isopropylideneadenosine-5'-carboxylic acid (19234-66-3) → C17H22N6O5 (1374251-05-4)

Conditions	Yield
With 1-[(1-(cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino)]-uronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; Inert atmosphere;

(S)-4-nitrophenyl 1-(5-chloropyridin-2-yl)-1-(3-fluoro-5-(trifluoromethyl)phenyl)-2-phenylethylcarbamate (939425-75-9) + [(3R)-tetrahydrofuran-3-yl]ammonium chloride (1072015-52-1) → C25H22ClF4N3O2 (939417-75-1)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane

[(3R)-tetrahydrofuran-3-yl]ammonium chloride (1072015-52-1) + C27H18ClF4N3O4 → C25H22ClF4N3O2 (1408148-00-4)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane

[(3R)-tetrahydrofuran-3-yl]ammonium chloride (1072015-52-1) + methyl 4-cyclobutyl-2-(methylsulfonyl)pyrimidine-5-carboxylate (1292289-41-8) → (R)-methyl 4-cyclobutyl-2-(tetrahydrofuran-3-ylamino)pyrimidine-5-carboxylate (1292289-43-0)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 16h;

[(3R)-tetrahydrofuran-3-yl]ammonium chloride (1072015-52-1) + tert-butyl (2-(6-(2-chloro-4-(6-methylpyrazin-2-yl)phenyl)-2-(methylsulfinyl)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)ethyl)carbamate (1432909-99-3) → C29H32ClN7O4 (1432910-00-3)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; Inert atmosphere;

[(3R)-tetrahydrofuran-3-yl]ammonium chloride (1072015-52-1) + tert-butyl 6-(2-chloro-4-(3-methylpyrazin-2-yl)phenyl)-2-(methylsulfinyl)-8-(pyridin-3-ylmethyl)pyrido[2,3-d]pyrimidin-7(8H)-one (1432910-02-5) → (R)-6-(2-chloro-4-(3-methylpyrazin-2-yl)phenyl)-8-(pyridin-3-ylmethyl)-2-((tetrahydrofuran-3-yl)amino)pyrido[2,3-d]pyrimidin-7(8H)-one (1432908-69-4)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; Inert atmosphere;	45 mg

[(3R)-tetrahydrofuran-3-yl]ammonium chloride (1072015-52-1) + 1-(4-(4-fluorophenyl)pyrimidin-5-yl)piperidine-4-carboxylic acid → 1-(4-(4-fluorophenyl)pyrimidin-5-yl)-N-((3R)-tetrahydrofuran-3-yl)piperidine-4-carboxamide

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 10 - 35℃; for 4h;	0.34 g
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 10 - 35℃; for 4h;	0.34 g

Downstream Products

• 111769-26-7 (3R)-tetrahydro-3-furanamine 
• 1432908-69-4 (R)-6-(2-chloro-4-(3-methylpyrazin-2-yl)phenyl)-8-(pyridin-3-ylmethyl)-2-((tetrahydrofuran-3-yl)amino)pyrido[2,3-d]pyrimidin-7(8H)-one 
• 1432910-00-3 C₂₉H₃₂ClN₇O₄ 
• 1113050-17-1 C₁₂H₁₃FINO₃ 
• 1408148-00-4 C₂₅H₂₂ClF₄N₃O₂ 
• 939417-75-1 C₂₅H₂₂ClF₄N₃O₂