(4-{[(2R)-2-(4-fluorophenyl)propanoyl]amino}phenyl)boronic acid

Base Information

• Chemical Name: (4-{[(2R)-2-(4-fluorophenyl)propanoyl]amino}phenyl)boronic acid
• CAS No.: 1539264-92-0
• Molecular Formula: C₁₅H₁₅BFNO₃
• Molecular Weight: 287.098
• Mol file: 1539264-92-0.mol

Synonyms:(4-{[(2R)-2-(4-fluorophenyl)propanoyl]amino}phenyl)boronic acid

Chemical Property of (4-{[(2R)-2-(4-fluorophenyl)propanoyl]amino}phenyl)boronic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4-{[(2R)-2-(4-fluorophenyl)propanoyl]amino}phenyl)boronic acid

There total 1 articles about (4-{[(2R)-2-(4-fluorophenyl)propanoyl]amino}phenyl)boronic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

4-fluorobenzeneacetic acid methyl ester (34837-84-8) → (4-{[(2R)-2-(4-fluorophenyl)propanoyl]amino}phenyl)boronic acid (1539264-92-0)

Guidance literature:

Multi-step reaction with 4 steps

1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 1.5 h / -78 - 0 °C

2: potassium hydroxide / ethanol; water / 4 h / 0 °C

3: (S)-1-phenyl-ethylamine / ethyl acetate / 1 h / 20 °C / Reflux

4: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium hydrogencarbonate / N,N-dimethyl-formamide / 72 h / 20 °C

With n-butyllithium; (S)-1-phenyl-ethylamine; sodium hydrogencarbonate; diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; potassium hydroxide; In tetrahydrofuran; ethanol; hexane; water; ethyl acetate; N,N-dimethyl-formamide;

Reference yield: 92.6%

6-chloro-N-[2-methoxy-4-(methylsulfonyl)phenyl][1,2,4]triazolo[1,5-α]pyridin-2-amine (1539264-88-4) + (4-{[(2R)-2-(4-fluorophenyl)propanoyl]amino}phenyl)boronic acid (1539264-92-0) → (2R)-2-(4-fluorophenyl)-N-[4-(2-{[2-methoxy-4-(methylsulfonyl)phenyl]amino}[1,2,4]triazolo[1,5,α]pyridin-6-yl)phenyl]propanamide (1443763-60-7)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium carbonate; In propan-1-ol; water; for 6h; Reflux;

Reference yield:

(4-{[(2R)-2-(4-fluorophenyl)propanoyl]amino}phenyl)boronic acid (1539264-92-0) + tert-butyl (2-{(6-chloro[1,2,4]triazolo[1,5-α]pyridin-2-yl)[2-methoxy-4-(methylsulfonyl)phenyl]amino}-2-oxoethyl)methylcarbamate → tert-butyl (2-{[6-(4-{[(2R)-2-(4-fluorophenyl)propanoyl]amino}phenyl)[1,2,4]triazolo[1,5-α]pyridin-2-yl][2-methoxy-4-(methylsulfonyl)phenyl]amino}-2-oxoethyl)methylcarbamate

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium phosphate monohydrate; In 1-methyl-pyrrolidin-2-one; toluene; at 90 ℃; for 1h; Inert atmosphere;

upstream raw materials:

4-fluorobenzeneacetic acid methyl ester

Downstream raw materials:

(2R)-2-(4-fluorophenyl)-N-[4-(2-{[2-methoxy-4-(methylsulfonyl)phenyl]amino}[1,2,4]triazolo[1,5,α]pyridin-6-yl)phenyl]propanamide

(2R)-2-(4-fluorophenyl)-N-[4-(2-{[4-(methylsulfonyl)-2-(2,2,2-trifluoroethoxy)phenyl]amino}[1,2,4]triazolo[1,5-α]pyridin-6-yl)phenyl]propanamide

(2R)-2-amino-2-(4-fluorophenyl)-N-[4-(2-{[2-methoxy-4-(methylsulfonyl)-phenyl]amino}[1,2,4]triazolo[1,5-a]pyridin-6-yl)phenyl]ethanamide