phenyl 3-(benzyloxy)-2-bromo-6-chloro-5-methylisonicotinate

Base Information

Chemical Name:phenyl 3-(benzyloxy)-2-bromo-6-chloro-5-methylisonicotinate
CAS No.:1254367-42-4
Molecular Formula:C₂₀H₁₅BrClNO₃
Molecular Weight:432.701
Hs Code.:

Synonyms:phenyl 3-(benzyloxy)-2-bromo-6-chloro-5-methylisonicotinate

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Chemical Property of phenyl 3-(benzyloxy)-2-bromo-6-chloro-5-methylisonicotinate

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Technology Process of phenyl 3-(benzyloxy)-2-bromo-6-chloro-5-methylisonicotinate

There total 10 articles about phenyl 3-(benzyloxy)-2-bromo-6-chloro-5-methylisonicotinate 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: 45.0%

: 1254367-46-8
C₂₀H₁₆ClNO₄

: 1254367-42-4
phenyl 3-(benzyloxy)-2-bromo-6-chloro-5-methylisonicotinate

Guidance literature:: C₂₀H₁₆ClNO₄; With phosphorus(V) oxybromide; In toluene; at 80 ℃; for 1h;

With potassium carbonate; In water; toluene; at 20 ℃;

Reference yield:

: 1253799-61-9
3-(benzyloxy)-5-chloroisonicotinic acid

: 1254367-42-4
phenyl 3-(benzyloxy)-2-bromo-6-chloro-5-methylisonicotinate

Guidance literature:: Multi-step reaction with 7 steps

1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane

2: dmap; triethylamine / dichloromethane / 1 h

3: (bis(tricyclohexyl)phosphine)palladium(II) dichloride; anhydrous dipotassium phosphate / water; toluene / 16 h / 100 °C

4: dihydrogen peroxide / water; acetic acid / 6 h / 80 °C

5: trichlorophosphate / toluene / 2 h / 100 °C

6: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C

7: phosphorus(V) oxybromide / toluene / 1 h / 80 °C

With dmap; (bis(tricyclohexyl)phosphine)palladium(II) dichloride; anhydrous dipotassium phosphate; oxalyl dichloride; dihydrogen peroxide; triethylamine; N,N-dimethyl-formamide; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; phosphorus(V) oxybromide; In dichloromethane; water; acetic acid; toluene; 3: Suzuki coupling;
DOI:10.1021/jm1015389

Reference yield:

: 1253799-63-1
phenyl 3-(benzyloxy)-5-chloroisonicotinate

: 1254367-42-4
phenyl 3-(benzyloxy)-2-bromo-6-chloro-5-methylisonicotinate

Guidance literature:: Multi-step reaction with 5 steps

1: (bis(tricyclohexyl)phosphine)palladium(II) dichloride; anhydrous dipotassium phosphate / water; toluene / 16 h / 100 °C

2: dihydrogen peroxide / water; acetic acid / 6 h / 80 °C

3: trichlorophosphate / toluene / 2 h / 100 °C

4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C

5: phosphorus(V) oxybromide / toluene / 1 h / 80 °C

With (bis(tricyclohexyl)phosphine)palladium(II) dichloride; anhydrous dipotassium phosphate; dihydrogen peroxide; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; phosphorus(V) oxybromide; In dichloromethane; water; acetic acid; toluene; 1: Suzuki coupling;
DOI:10.1021/jm1015389