methyl 4-amino-6-chloro-5-fluoro-3-vinylpicolinate

Base Information

• Chemical Name: methyl 4-amino-6-chloro-5-fluoro-3-vinylpicolinate
• CAS No.: 1350828-14-6
• Molecular Formula: C₉H₈ClFN₂O₂
• Molecular Weight: 230.626
• Mol file: 1350828-14-6.mol

Synonyms:methyl 4-amino-6-chloro-5-fluoro-3-vinylpicolinate

Chemical Property of methyl 4-amino-6-chloro-5-fluoro-3-vinylpicolinate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of methyl 4-amino-6-chloro-5-fluoro-3-vinylpicolinate

There total 1 articles about methyl 4-amino-6-chloro-5-fluoro-3-vinylpicolinate 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-bromo-6-chloropyridine-2-carboxylic acid (929000-66-8) → methyl 4-amino-6-chloro-5-fluoro-3-vinylpicolinate (1350828-14-6)

Guidance literature:

Multi-step reaction with 7 steps

1: sulfuric acid / 28 h / Reflux

2: urea hydrogen peroxide adduct; trifluoroacetic anhydride / dichloromethane / 19 h / 0 - 20 °C

3: trichlorophosphate / 5 h / 20 °C / Reflux

4: sodium azide / N,N-dimethyl-formamide / 2 h / 60 °C

5: sodium tetrahydroborate / methanol / 0.5 h / 0 °C

6: Selectfluor / acetonitrile / 4.17 h / Reflux

7: bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 1 h / 150 °C / Microwave irradiation

With sodium tetrahydroborate; sodium azide; sulfuric acid; urea hydrogen peroxide adduct; Selectfluor; trifluoroacetic anhydride; trichlorophosphate; bis-triphenylphosphine-palladium(II) chloride; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

Reference yield: 89.0%

methyl 4-amino-6-chloro-5-fluoro-3-vinylpicolinate (1350828-14-6) + 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline (214360-73-3) → methyl 4-amino-6-(4-aminophenyl)-5-fluoro-3-vinylpicolinate

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium fluoride; In water; acetonitrile; at 120 ℃; for 0.333333h; Microwave irradiation;

Reference yield: 24.98%

2-(2,3-difluoro-4-(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (881402-15-9) + methyl 4-amino-6-chloro-5-fluoro-3-vinylpicolinate (1350828-14-6) → methyl 4-amino-6-(2,3-difluoro-4-(trifluoromethyl)phenyl)-5-fluoro-3-vinylpicolinate

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In water; acetonitrile; at 120 ℃; for 0.333333h; Microwave irradiation;

upstream raw materials:

3-bromo-6-chloropyridine-2-carboxylic acid

Refernces