Production Method 1

53145-38-3

944129-07-1

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: Hexane ,  1,2-Dimethoxyethane ;  45 min, -77 °C → -70.1 °C; 1 h, -72.1 °C
1.2 Reagents: Trimethyl borate ;  22 min, -72.1 °C → -67 °C; overnight, -67 °C → rt
1.3 Reagents: Sodium hydroxide Solvents: Water ;  22.7 °C; 1.5 h, rt
1.4 Reagents: Hydrochloric acid Solvents: Water ;  acidified, rt

Reference

Methods of isolating 4-chloro-2-fluoro-3-substituted-phenylboronic acids

, World Intellectual Property Organization, , ,

Production Method 2

53145-38-3

944129-07-1

Reaction Conditions

1.1 Reagents: Butyllithium ,  Trimethyl borate Solvents: Tetrahydrofuran ,  Hexane ;  -50 °C

Reference

Design and Application of a Low-Temperature Continuous Flow Chemistry Platform

Newby, James A.; Blaylock, D. Wayne; Witt, Paul M.; Pastre, Julio C.; Zacharova, Marija K.; et al, Organic Process Research & Development, 2014, 18(10), 1211-1220

Production Method 3

1628881-44-6

944129-07-1

Reaction Conditions

1.1 Reagents: Potassium hydroxide Solvents: Hexane
1.2 Reagents: Hydrochloric acid Solvents: Water ;  pH 1

Reference

Reconfiguration of a Continuous Flow Platform for Extended Operation: Application to a Cryogenic Fluorine-Directed ortho-Lithiation Reaction

Newby, James A.; Blaylock, D. Wayne; Witt, Paul M.; Turner, Richard M.; Heider, Patrick L.; et al, Organic Process Research & Development, 2014, 18(10), 1221-1228

Production Method 4

944129-07-1

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Water ;  rt; 15 min, rt
1.2 Solvents: Acetonitrile ;  20 min, 20 °C

Reference

Methods and systems for forming boronic acids and intermediates thereof

, United States, , ,

Production Method 5

53145-38-3

944129-07-1

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: 1,2-Dimethoxyethane ;  < -65 °C
1.2 Reagents: Trimethyl borate ;  -65 °C → rt
1.3 Reagents: Potassium hydroxide Solvents: Water ;  rt → 30 °C; 90 min, 25 - 30 °C
1.4 Reagents: Hydrochloric acid Solvents: Water ;  acidified, 25 - 30 °C

Reference

Process for the preparation of methyl 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylate

, World Intellectual Property Organization, , ,

Production Method 6

1426539-30-1

944129-07-1

Reaction Conditions

1.1 Reagents: Potassium hydroxide Solvents: 1,2-Dimethoxyethane ,  Water ;  2 h, 25 - 30 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ;  15 min, 25 - 30 °C

Reference

Methods of forming 4-chloro-2-fluoro-3-substituted-phenylboronic acid pinacol esters and methods of using the same

, World Intellectual Property Organization, , ,

Production Method 7

53145-38-3

944129-07-1

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: Hexane ,  1,2-Dimethoxyethane ;  4.15 h, -70 °C → -65 °C
1.2 Reagents: Trimethyl borate ;  1.6 h, -70 °C → -65 °C
1.3 Reagents: Potassium hydroxide Solvents: Water ;  60 min, rt
1.4 Reagents: Hydrochloric acid Solvents: Water

Reference

Process for the selective deprotonation and functionalization of 1-fluoro-2-substituted-3-chlorobenzenes

, World Intellectual Property Organization, , ,

4-Chloro-2-fluoro-3-methoxyphenylboronic Acid Raw materials

• 1-chloro-3-fluoro-2-methoxybenzene
• Boronic acid, B-(4-chloro-2-fluoro-3-methoxyphenyl)-, dimethyl ester
• Borate(1-), (4-chloro-2-fluoro-3-methoxyphenyl)trimethoxy-, lithium (1:1), (T-4)-

4-Chloro-2-fluoro-3-methoxyphenylboronic Acid Preparation Products

• 4-Chloro-2-fluoro-3-methoxyphenylboronic Acid (944129-07-1)

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• Solvents and Organic Chemicals Organic Compounds Benzenoids Phenol ethers Anisoles

• 957120-93-3(2-chloro-3-ethoxy-6-fluorophenylboronicacid)
• 1256346-27-6(3-Benzyloxy-4-chloro-2-fluorophenylboronic acid)
• 1256346-21-0(4-Chloro-2-fluoro-3-isopropoxyphenylboronic acid)
• 1256358-57-2(4-(4-Chloro-2-fluorophenoxy)phenylboronic acid)
• 1072952-18-1(5-Chloro-2-fluoro-4-methoxyphenylboronic Acid)
• 1256346-26-5(4-Chloro-2-fluoro-3-(2-methoxyethoxy)phenylboronic acid)
• 867333-04-8((6-Chloro-2-fluoro-3-methoxyphenyl)boronic acid)
• 1256346-23-2(4-Chloro-2-fluoro-3-propoxyphenylboronic acid)
• 1256346-25-4(3-Butoxy-4-chloro-2-fluorophenylboronic acid)
• 1256346-20-9(4-Chloro-3-ethoxy-2-fluorophenylboronic acid)