3-carbamoyl-5-(2-tert-butyldiphenylsilyloxyethoxymethyl)pyridine

Base Information

• Chemical Name: 3-carbamoyl-5-(2-tert-butyldiphenylsilyloxyethoxymethyl)pyridine
• CAS No.: 166094-26-4
• Molecular Formula: C₂₅H₃₀N₂O₃Si
• Molecular Weight: 434.61
• Mol file: 166094-26-4.mol

Synonyms:3-carbamoyl-5-(2-tert-butyldiphenylsilyloxyethoxymethyl)pyridine

Chemical Property of 3-carbamoyl-5-(2-tert-butyldiphenylsilyloxyethoxymethyl)pyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-carbamoyl-5-(2-tert-butyldiphenylsilyloxyethoxymethyl)pyridine

There total 7 articles about 3-carbamoyl-5-(2-tert-butyldiphenylsilyloxyethoxymethyl)pyridine 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:

5-bromo-3-pyridinecarboxylic acid (20826-04-4) → 3-carbamoyl-5-(2-tert-butyldiphenylsilyloxyethoxymethyl)pyridine (166094-26-4)

Guidance literature:

Multi-step reaction with 8 steps

1: 97 percent / tetrahydrofuran; diethyl ether / 2 h / Ambient temperature

2: 69 percent / NaBH₄ / ethanol / 1.) 0 deg C, 1 h, 2.) room temperature, 3 h, 3.) reflux, 10 h

3: 1.) HCl gas, 2.) SOCl₂ / 1.) CH₂Cl₂, 5 min, 2.) reflux, 2 h

4: 61 percent / HOCH₂CH₂OH / toluene / 24 h / Ambient temperature

5: 91 percent / imidazole / dimethylformamide / 6 h / Ambient temperature

6: 1.) BuLi / 1.) THF, -78 deg C, 5 min

7: tetrahydrofuran; diethyl ether

8: NH₃ / methanol / 48 h / Ambient temperature

With 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; n-butyllithium; thionyl chloride; ammonia; ethylene glycol; In tetrahydrofuran; methanol; diethyl ether; ethanol; N,N-dimethyl-formamide; toluene;

DOI:10.1080/15257779408013225

Reference yield:

5-bromo-3-pyridine carboxylic acid methyl ester (29681-44-5) → 3-carbamoyl-5-(2-tert-butyldiphenylsilyloxyethoxymethyl)pyridine (166094-26-4)

Guidance literature:

Multi-step reaction with 7 steps

1: 69 percent / NaBH₄ / ethanol / 1.) 0 deg C, 1 h, 2.) room temperature, 3 h, 3.) reflux, 10 h

2: 1.) HCl gas, 2.) SOCl₂ / 1.) CH₂Cl₂, 5 min, 2.) reflux, 2 h

3: 61 percent / HOCH₂CH₂OH / toluene / 24 h / Ambient temperature

4: 91 percent / imidazole / dimethylformamide / 6 h / Ambient temperature

5: 1.) BuLi / 1.) THF, -78 deg C, 5 min

6: tetrahydrofuran; diethyl ether

7: NH₃ / methanol / 48 h / Ambient temperature

With 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; n-butyllithium; thionyl chloride; ammonia; ethylene glycol; In tetrahydrofuran; methanol; diethyl ether; ethanol; N,N-dimethyl-formamide; toluene;

DOI:10.1080/15257779408013225

Reference yield:

(5-bromopyridin-3-yl)methanol (37669-64-0) → 3-carbamoyl-5-(2-tert-butyldiphenylsilyloxyethoxymethyl)pyridine (166094-26-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) HCl gas, 2.) SOCl₂ / 1.) CH₂Cl₂, 5 min, 2.) reflux, 2 h

2: 61 percent / HOCH₂CH₂OH / toluene / 24 h / Ambient temperature

3: 91 percent / imidazole / dimethylformamide / 6 h / Ambient temperature

4: 1.) BuLi / 1.) THF, -78 deg C, 5 min

5: tetrahydrofuran; diethyl ether

6: NH₃ / methanol / 48 h / Ambient temperature

With 1H-imidazole; hydrogenchloride; n-butyllithium; thionyl chloride; ammonia; ethylene glycol; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide; toluene;

DOI:10.1080/15257779408013225

upstream raw materials:

5-bromo-3-pyridinecarboxylic acid

5-bromo-3-pyridine carboxylic acid methyl ester

(5-bromopyridin-3-yl)methanol

3-bromo-5-(chloromethyl)-pyridine hydrochloride

Downstream raw materials:

3-thiocarbamoyl-5-(2-tert-butyldiphenylsilyloxyethoxymethyl)pyridine