521284-21-9

Basic information

• Product Name: (R)-2-((4-Nitrophenethyl)amino)-1-phenylethanol hydrochloride
• Synonyms: (R)-2-[[2-(4-nitrophenyl ethyl] aMino]-1-phenyl ethanol Monohydrochloride;(alphaR)-alpha-[[[2-(4-Nitrophenyl)ethyl]aMino]Methyl]benzeneMethanol hydrochloride;(R)-2-((4-Nitrophenethyl)aMino)-1-phenylethanol hydrochloride;(R)-2-[2-(4-Nitro-phenyl)-ethylamino]-1-phenyl-ethanol Hydrochloride;R-2-((4-nitrophenethyl)amino)-1-phenylethan-1-ol hydrochloride;(1R)-2-[2-(4-nitrophenyl)ethylamino]-1-phenylethanol,hydrochloride;(R)-2-(4-nitrophenethylamino)-1-phenylethanol monohydrochloride;5-METHYL-3-PYRROLIDONE
• CAS NO: 521284-21-9
• Molecular Formula: C₁₆H₁₈N₂O₃*ClH
• Molecular Weight: 286.32572
• EINECS: -0
• Product Categories: CMLLYL
• Mol File: 521284-21-9.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: DMSO (Slightly), Water (Slightly)
• CAS DataBase Reference: (R)-2-((4-Nitrophenethyl)amino)-1-phenylethanol hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-((4-Nitrophenethyl)amino)-1-phenylethanol hydrochloride(521284-21-9)
• EPA Substance Registry System: (R)-2-((4-Nitrophenethyl)amino)-1-phenylethanol hydrochloride(521284-21-9)

Safety Data

• Hazardous Substances Data: 521284-21-9(Hazardous Substances Data)

Usage

Uses

(R)-2-((4-nitrophenethyl)amino)-1-phenylethanol is an intermediate used to prepare (aminothiazolyl)acetanilide derivatives via coupling reactions for treatment of diabetes.

Upstream product

• 20780-53-4 (R)-Styrene oxide 
• 29968-78-3 2-(4-nitrophenyl)ethylamine monohydrochloride 
• 521284-19-5 (2R)-2-hydroxy-N-[2-(4-nitrophenyl)ethyl]-2-phenylethanamide 
• 24954-67-4 2-(p-nitrophenyl)ethylamine 
• 56751-12-3 2-chloro-1-phenylethanol 
• 223673-34-5 (R)-2-(4-nitrophenylethylamino)-1-phenylethan-1-ol hydrochloride 
• 70-11-1 α-bromoacetophenone 
• 611-71-2 (R)-Mandelic Acid 
• 40434-87-5 (R)-2-hydroxy-2-phenylethyl 4-methylbenzenesulfonate 

Downstream Products

• 521284-22-0 (R)-2-[ [2-(4-aminophenyl)ethyl]-amino]-1-phenylethanol monohydrochloride 
• 223673-35-6 ((2R)-2-hydroxy-2-phenylethyl)-[2-(4-nitrophenyl)ethyl]carbamic acid tert-butyl ester 
• 223673-36-7 (R)-(4-aminophenylethyl)(2-hydroxy-2-phenylethyl)carbamic acid tert-butyl ester 
• 391901-45-4 YM-208876 

Relevant articles and documents

Synthetic method (1R)-2-[[[2-(4-nitrophenyl) ethyl] amino] methyl] phenylmethylamine hydrochloride

The reaction is mild and the (1R) - 2 - [[[2 - (4 - operation) is] easy]] to obtain-nitrophenyl ethyl, amino methyl :S1,methyl,1R - 2-benzyl alcohol, hydrochloride, the reaction is mild and ;S2, the operation is simple 60-65 °C, and, the 1-48h, method ;S3, comprises the following steps: stirring the mixture solution to. The reaction mixture, is stirred and]] refluxed (1R) - 2 - [[[2 - (4 -) at, room] temperature S1 1R - 2 and stirred at reflux 1:1-20, temperature. S1 The reaction solution is cooled and is 25%-28%, stirred and 1R - 2 refluxing under 1-1.5 DEG. C by adding a solvent and a solvent in step to a reaction solution at a temperature of. The method comprises the following steps of: Step, carrying out clean production by reaction. The, reaction, solution is, added with a solvent and, a solvent. and a solvent and a solvent in a reaction solution at room temperature in a reaction solution is stirred at a temperature in a range from about times .10 10 1-phenoxyethyl-phenyl-methyl-methyl-methyl-phenyl-ethanolate.

Synthesis of mirabegron intermediate (R)-2-(4-nitrophenethylamino)-1-phenylethanol hydrochloride

The invention discloses synthesis of a mirabegron intermediate (R)-2-(4-nitrophenethylamino)-1-phenylethanol hydrochloride. The synthesis comprises the following steps: firstly, enabling alpha-bromoacetophenone and 4-nitro-phenethylamine to react in a solvent in the presence of alkali to generate an intermediate I; then carrying out reduction reaction on the intermediate I under the action of a chiral inducing agent and a reducing agent to generate an intermediate II; enabling the intermediate II to react with concentrated hydrochloric acid in a solvent to generate a target product. Accordingto the synthesis method disclosed by the invention, EDCI (1-ethyl-3-(3-dimethylaminopropyl)carbodiimide), HOBt (Hydroxybenzotriazole) and DMI (1,3-dimethyl-2-imidazolidinone) which have a relatively high price, and hypertoxic R-styrene oxide can be avoided; the synthesis method has the advantages of easiness for obtaining raw materials, low cost, simplicity in operation and few impurities and is suitable for industrial production.

Synthetic method of mirabegron intermediate

The invention discloses a synthetic method of a mirabegron intermediate (R)-2-(4-nitrobenzene ethyl amino)-1-phenyl ethanol hydrochloride (M-02) and belongs to the field of drug synthesis. The method comprises steps as follows: (1) R-mandelic acid and pivaloyl chloride produce a mixed anhydride intermediate (I); (2) the mixed anhydride intermediate (I) and 4-nitrobenzene ethylamine are subjected to an acrylation reaction to produce an intermediate (II); (3) a mirabegron intermediate (M-01) is obtained through hydrolysis of the intermediate (II); (4) an amido bond of the intermediate (M-01) is reduced and the mirabegron intermediate (M-02) is obtained. The reaction condition is mild, the yield is high, few impurities exist, the production cost is low, and the method is suitable for mass industrial production.