(R)-5-((3-Chloro-4-fluorophenyl)(hydroxy)methyl)-N,3-dihydroxy-4-(hydroxymethyl)picolinamide

Base Information

Chemical Name:(R)-5-((3-Chloro-4-fluorophenyl)(hydroxy)methyl)-N,3-dihydroxy-4-(hydroxymethyl)picolinamide
CAS No.:1315380-39-2
Molecular Formula:C₁₄H₁₂ClFN₂O₅
Molecular Weight:342.711
Hs Code.:

Synonyms:(R)-5-((3-Chloro-4-fluorophenyl)(hydroxy)methyl)-N,3-dihydroxy-4-(hydroxymethyl)picolinamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (R)-5-((3-Chloro-4-fluorophenyl)(hydroxy)methyl)-N,3-dihydroxy-4-(hydroxymethyl)picolinamide

Chemical Property:

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Technology Process of (R)-5-((3-Chloro-4-fluorophenyl)(hydroxy)methyl)-N,3-dihydroxy-4-(hydroxymethyl)picolinamide

There total 9 articles about (R)-5-((3-Chloro-4-fluorophenyl)(hydroxy)methyl)-N,3-dihydroxy-4-(hydroxymethyl)picolinamide 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:

: 60811-21-4
1-bromo-3-chloro-4-fluorobenzene

: 1315380-39-2
(R)-5-((3-Chloro-4-fluorophenyl)(hydroxy)methyl)-N,3-dihydroxy-4-(hydroxymethyl)picolinamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: magnesium / diethyl ether / 2 h / Inert atmosphere; Heating

1.2: 20 °C / Inert atmosphere

1.3: Inert atmosphere

2.1: manganese(IV) oxide / chloroform / 2 h / Reflux

3.1: 3-chloro-benzenecarboperoxoic acid / chloroform / 0.42 h

4.1: trifluoroacetic anhydride / dichloromethane / 14 h / Reflux

5.1: manganese(IV) oxide / chloroform-d1 / 4 h / Reflux

6.1: potassium trimethylsilonate; iodine / 1 h / 20 °C

7.1: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; borane-THF / tetrahydrofuran / 3.5 h / -20 - 20 °C / Inert atmosphere

7.2: 50 °C / Inert atmosphere

8.1: pyridine; water; hydroxylamine / 1 h / 80 °C

8.2: 0.5 h / 20 °C

With pyridine; manganese(IV) oxide; borane-THF; potassium trimethylsilonate; water; hydroxylamine; iodine; magnesium; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; diethyl ether; chloroform-d1; dichloromethane; chloroform;

Reference yield:

: 1315380-47-2
(R)-methyl 5-((3-chloro-4-fluorophenyl)(hydroxy)methyl)-2,2-dimethyl-4H-[1,3]dioxino[4,5-c]pyridine-8-carboxylate

: 1315380-39-2
(R)-5-((3-Chloro-4-fluorophenyl)(hydroxy)methyl)-N,3-dihydroxy-4-(hydroxymethyl)picolinamide

Guidance literature:: (R)-methyl 5-((3-chloro-4-fluorophenyl)(hydroxy)methyl)-2,2-dimethyl-4H-[1,3]dioxino[4,5-c]pyridine-8-carboxylate; With pyridine; water; hydroxylamine; at 80 ℃; for 1h;

With formic acid; at 20 ℃; for 0.5h;

With sodium hydroxide; In water; ethyl acetate;

Reference yield:

: 6560-65-2
2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridine-5-carboxaldehyde

: 1315380-39-2
(R)-5-((3-Chloro-4-fluorophenyl)(hydroxy)methyl)-N,3-dihydroxy-4-(hydroxymethyl)picolinamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: magnesium / diethyl ether / 2 h / Inert atmosphere; Heating

1.2: 20 °C / Inert atmosphere

1.3: Inert atmosphere

2.1: manganese(IV) oxide / chloroform / 2 h / Reflux

3.1: 3-chloro-benzenecarboperoxoic acid / chloroform / 0.42 h

4.1: trifluoroacetic anhydride / dichloromethane / 14 h / Reflux

5.1: manganese(IV) oxide / chloroform-d1 / 4 h / Reflux

6.1: potassium trimethylsilonate; iodine / 1 h / 20 °C

7.1: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; borane-THF / tetrahydrofuran / 3.5 h / -20 - 20 °C / Inert atmosphere

7.2: 50 °C / Inert atmosphere

8.1: pyridine; water; hydroxylamine / 1 h / 80 °C

8.2: 0.5 h / 20 °C

With pyridine; manganese(IV) oxide; borane-THF; potassium trimethylsilonate; water; hydroxylamine; iodine; magnesium; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; diethyl ether; chloroform-d1; dichloromethane; chloroform;