[2-Chloro-4-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-pyridin-3-yl]-(2,5-dimethoxy-phenyl)-methanol

Base Information

• Chemical Name: [2-Chloro-4-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-pyridin-3-yl]-(2,5-dimethoxy-phenyl)-methanol
• CAS No.: 93639-39-5
• Molecular Formula: C₁₉H₂₁ClN₂O₄
• Molecular Weight: 376.84

Synonyms:[2-Chloro-4-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-pyridin-3-yl]-(2,5-dimethoxy-phenyl)-methanol

Chemical Property of [2-Chloro-4-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-pyridin-3-yl]-(2,5-dimethoxy-phenyl)-methanol

Chemical Property:

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Technology Process of [2-Chloro-4-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-pyridin-3-yl]-(2,5-dimethoxy-phenyl)-methanol

There total 2 articles about [2-Chloro-4-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-pyridin-3-yl]-(2,5-dimethoxy-phenyl)-methanol 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:

2-(2-chloropyridin-4-yl)-4,5-dihydro-4,4-dimethyloxazole (93639-38-4) + 2,5-dimethoxybenzaldehyde (93-02-7) → [2-Chloro-4-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-pyridin-3-yl]-(2,5-dimethoxy-phenyl)-methanol (93639-39-5)

Guidance literature:

With methyllithium; Yield given. Multistep reaction; 1) THF, -70 deg C, 1 h, 2) THF, -70 deg C to RT, overnight;

DOI:10.1016/0223-5234(88)90175-4

Reference yield:

2-chloropyridine-4-carbonyl chloride (65287-34-5) → [2-Chloro-4-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-pyridin-3-yl]-(2,5-dimethoxy-phenyl)-methanol (93639-39-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 2) SOCl₂, K₂CO₃ / 1) toluene, 2) methyl ethyl ketone

2: MeLi / tetrahydrofuran

With thionyl chloride; methyllithium; potassium carbonate; In tetrahydrofuran;

DOI:10.1039/c39840000897

Reference yield: 85.0%

[2-Chloro-4-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-pyridin-3-yl]-(2,5-dimethoxy-phenyl)-methanol (93639-39-5) → 1,3-dihydro-3-(2,5-dimethoxyphenyl)-4-chloro-3H-pyrido<3,4-e>furan-1-one (93639-41-9)

Guidance literature:

With hydrogenchloride; Heating;

DOI:10.1016/0223-5234(88)90175-4

upstream raw materials:

2-(2-chloropyridin-4-yl)-4,5-dihydro-4,4-dimethyloxazole

2,5-dimethoxybenzaldehyde

2-chloropyridine-4-carbonyl chloride

Downstream raw materials:

1,3-dihydro-3-(2,5-dimethoxyphenyl)-4-chloro-3H-pyrido<3,4-e>furan-1-one

2-chloro-3-(2,5-dimethoxybenzoyl)-4-pyridine carboxylic acid

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