2-Pyridinecarbonitrile, 6-(bromoacetyl)-4,5-dimethoxy-3-(phenylmethoxy)-

Base Information

• Chemical Name: 2-Pyridinecarbonitrile, 6-(bromoacetyl)-4,5-dimethoxy-3-(phenylmethoxy)-
• CAS No.: 192571-90-7
• Molecular Formula: C₁₇H₁₅BrN₂O₄
• Molecular Weight: 391.221
• Mol file: 192571-90-7.mol

Synonyms:

Chemical Property of 2-Pyridinecarbonitrile, 6-(bromoacetyl)-4,5-dimethoxy-3-(phenylmethoxy)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Pyridinecarbonitrile, 6-(bromoacetyl)-4,5-dimethoxy-3-(phenylmethoxy)-

There total 9 articles about 2-Pyridinecarbonitrile, 6-(bromoacetyl)-4,5-dimethoxy-3-(phenylmethoxy)- 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:

3-Benzyloxy-6-(1-ethoxy-vinyl)-4,5-dimethoxy-pyridine-2-carbonitrile → 3-Benzyloxy-6-(2-bromo-acetyl)-4,5-dimethoxy-pyridine-2-carbonitrile (192571-90-7)

Guidance literature:

With N-Bromosuccinimide; In water; dimethyl sulfoxide; Yield given;

DOI:10.1016/S0040-4039(97)01039-3

Reference yield:

3,4-Dimethoxy-furan-carbonsaeure-2-methylester (90954-21-5) → 3-Benzyloxy-6-(2-bromo-acetyl)-4,5-dimethoxy-pyridine-2-carbonitrile (192571-90-7)

Guidance literature:

Multi-step reaction with 9 steps

1: 1.) NH₃ (aq.), NH₄Cl; 2.) PPh₃ / 2.) THF, CCl₄

2: 96 percent / Br₂ / diethyl ether

3: 1.) LiAlH₄; 2.) 0.05N HCl / 1.) THF

4: Et₃N / CH₂Cl₂

5: 1.) m-chloroperbenzoic acid; 2.) dimethyl sulfate / 1.) CH₂Cl₂; 3.) H₂O

6: benzyltrimethylammonium bromide / methanol; CH₂Cl₂

7: K₂CO₃ / dimethylformamide

8: Pd(PPh₃)4 / tetrahydrofuran

9: N-bromosuccinimide / H₂O; dimethylsulfoxide

With hydrogenchloride; N-Bromosuccinimide; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ammonia; bromine; trimethylbenzylammonium bromide; potassium carbonate; ammonium chloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; dimethyl sulfate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(97)01039-3

Reference yield:

3,4-Dimethoxy-furan-2-carbonitrile (192571-81-6) → 3-Benzyloxy-6-(2-bromo-acetyl)-4,5-dimethoxy-pyridine-2-carbonitrile (192571-90-7)

Guidance literature:

Multi-step reaction with 8 steps

1: 96 percent / Br₂ / diethyl ether

2: 1.) LiAlH₄; 2.) 0.05N HCl / 1.) THF

3: Et₃N / CH₂Cl₂

4: 1.) m-chloroperbenzoic acid; 2.) dimethyl sulfate / 1.) CH₂Cl₂; 3.) H₂O

5: benzyltrimethylammonium bromide / methanol; CH₂Cl₂

6: K₂CO₃ / dimethylformamide

7: Pd(PPh₃)4 / tetrahydrofuran

8: N-bromosuccinimide / H₂O; dimethylsulfoxide

With hydrogenchloride; N-Bromosuccinimide; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bromine; trimethylbenzylammonium bromide; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; dimethyl sulfate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(97)01039-3

upstream raw materials:

3,4-Dimethoxy-furan-carbonsaeure-2-methylester

3,4-Dimethoxy-furan-2-carbonitrile

4,5-Dimethoxy-pyridin-3-ol

Acetic acid 4,5-dimethoxy-pyridin-3-yl ester

Downstream raw materials:

3-Benzyloxy-4,5-dimethoxy-6-{2-[3-(2-methyl-[1,3]dioxolan-2-yl)-propyl]-thiazol-4-yl}-pyridine-2-carbonitrile