Product Name

  • Name

    2-Bromo-4-methoxy-5-benzyloxybenzoic acid

  • EINECS
  • CAS No. 24958-42-7
  • Article Data3
  • CAS DataBase
  • Density 1.486 g/cm3
  • Solubility
  • Melting Point 193.0 to 197.0 °C
  • Formula C15H13BrO4
  • Boiling Point 445.442 ºC at 760 mmHg
  • Molecular Weight 337.17
  • Flash Point 223.196 ºC
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 24958-42-7 (2-Bromo-4-methoxy-5-benzyloxybenzoic acid)
  • Hazard Symbols
  • Synonyms Benzoicacid, 5-(benzyloxy)-2-bromo-4-methoxy- (8CI);2-Bromo-5-benzyloxy-4-methoxybenzoic acid;5-(Benzyloxy)-2-bromo-4-methoxybenzoicacid;
  • PSA 55.76000
  • LogP 3.73490

Synthetic route

5-benzyloxy-2-bromo-4-methoxybenzaldehyde
6451-86-1

5-benzyloxy-2-bromo-4-methoxybenzaldehyde

2-bromo-4-methoxy-5-benzyloxy-benzoic acid
24958-42-7

2-bromo-4-methoxy-5-benzyloxy-benzoic acid

Conditions
ConditionsYield
With potassium permanganate In methanol; water at 50 - 55℃;70%
Stage #1: 5-benzyloxy-2-bromo-4-methoxybenzaldehyde With hydrogenchloride; potassium permanganate In acetone
Stage #2: With potassium hydroxide In acetone
2-bromo-4-methoxy-5-benzyloxy-benzoic acid
24958-42-7

2-bromo-4-methoxy-5-benzyloxy-benzoic acid

[2-(4-benzyloxy-phenyl)-ethyl]methylamine
38961-21-6

[2-(4-benzyloxy-phenyl)-ethyl]methylamine

5-benzyloxy-N-[2-(4-benzyloxy-phenyl)-ethyl]-2-bromo-4-methoxy-N-methylbenzamide
24958-43-8

5-benzyloxy-N-[2-(4-benzyloxy-phenyl)-ethyl]-2-bromo-4-methoxy-N-methylbenzamide

Conditions
ConditionsYield
With phenylboronic acid In toluene at 110℃; for 30h;93%
2-bromo-4-methoxy-5-benzyloxy-benzoic acid
24958-42-7

2-bromo-4-methoxy-5-benzyloxy-benzoic acid

recorcinol
108-46-3

recorcinol

8-(benzyloxy)-3-hydroxy-9-methoxy-6H-benzo[c]chromen-6-one

8-(benzyloxy)-3-hydroxy-9-methoxy-6H-benzo[c]chromen-6-one

Conditions
ConditionsYield
Stage #1: 2-bromo-4-methoxy-5-benzyloxy-benzoic acid; recorcinol With sodium hydroxide In water at 120℃; for 0.75h;
Stage #2: With copper(II) sulfate In water for 0.25h; Reflux;		52%
2-bromo-4-methoxy-5-benzyloxy-benzoic acid
24958-42-7

2-bromo-4-methoxy-5-benzyloxy-benzoic acid

5-Benzyloxy-2-bromo-4-methoxybenzoylchlorid
27240-64-8

5-Benzyloxy-2-bromo-4-methoxybenzoylchlorid

Conditions
ConditionsYield
With thionyl chloride; N,N-dimethyl-formamide at 20℃; for 12h; Chlorination;
With thionyl chloride; N,N-dimethyl-formamide In dichloromethane Substitution;
With thionyl chloride In chloroform for 3h; Heating / reflux;
With thionyl chloride; N,N-dimethyl-formamide In dichloromethane at 30 - 35℃; for 0.5h;
With thionyl chloride; N,N-dimethyl-formamide In toluene at 68℃; for 2h;
2-bromo-4-methoxy-5-benzyloxy-benzoic acid
24958-42-7

2-bromo-4-methoxy-5-benzyloxy-benzoic acid

N-[(diphenylphosphinyl)methyl]-N-[(4-methoxyphenyl)methyl]-5-(benzyloxy)-2-bromo-4-methoxybenzamide
206002-18-8

N-[(diphenylphosphinyl)methyl]-N-[(4-methoxyphenyl)methyl]-5-(benzyloxy)-2-bromo-4-methoxybenzamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: SOCl2; DMF / CH2Cl2
View Scheme
Multi-step reaction with 2 steps
1: thionyl chloride; dimethylformamide / 12 h / 20 °C
2: Et3N / CH2Cl2 / 2 h / 0 - 20 °C
View Scheme
2-bromo-4-methoxy-5-benzyloxy-benzoic acid
24958-42-7

2-bromo-4-methoxy-5-benzyloxy-benzoic acid

6-benzyloxy-5-methoxy-2-(4-methoxy-benzyl)-2,3-dihydro-isoindol-1-one

6-benzyloxy-5-methoxy-2-(4-methoxy-benzyl)-2,3-dihydro-isoindol-1-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: SOCl2; DMF / CH2Cl2
3.1: KHMDS / toluene; tetrahydrofuran / 2.5 h / -78 - 20 °C
3.2: 67 percent / NaOH; H2O / toluene; tetrahydrofuran / 3 h / Heating
View Scheme
2-bromo-4-methoxy-5-benzyloxy-benzoic acid
24958-42-7

2-bromo-4-methoxy-5-benzyloxy-benzoic acid

6-(benzyloxy)-3-[(2-bromo-6-methoxyphenyl)methylene]-2,3-dihydro-5-methoxy-2-[(4-methoxyphenyl)methyl]-1H-isoindol-1-one

6-(benzyloxy)-3-[(2-bromo-6-methoxyphenyl)methylene]-2,3-dihydro-5-methoxy-2-[(4-methoxyphenyl)methyl]-1H-isoindol-1-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: thionyl chloride; dimethylformamide / 12 h / 20 °C
2.1: Et3N / CH2Cl2 / 2 h / 0 - 20 °C
3.1: KHMDS / toluene; tetrahydrofuran / 3.5 h / -78 - -30 °C
3.2: 81 percent / toluene; tetrahydrofuran / 0.5 h / -30 - 20 °C
View Scheme
2-bromo-4-methoxy-5-benzyloxy-benzoic acid
24958-42-7

2-bromo-4-methoxy-5-benzyloxy-benzoic acid

benzotriazol-1-ol
2592-95-2

benzotriazol-1-ol

5-benzyloxy-2-bromo-4-methoxy benzoic acid benzotriazole-1-yl ester
873195-14-3

5-benzyloxy-2-bromo-4-methoxy benzoic acid benzotriazole-1-yl ester

Conditions
ConditionsYield
Stage #1: 2-bromo-4-methoxy-5-benzyloxy-benzoic acid; benzotriazol-1-ol In dichloromethane at 25 - 35℃; for 0.25h;
Stage #2: With dicyclohexyl-carbodiimide In dichloromethane at 25 - 45℃; for 3 - 6h; Product distribution / selectivity;
3-methoxycarbonylindole
942-24-5

3-methoxycarbonylindole

2-bromo-4-methoxy-5-benzyloxy-benzoic acid
24958-42-7

2-bromo-4-methoxy-5-benzyloxy-benzoic acid

5-(benzyloxy)-4-methoxy-2-[3-(methoxycarbonyl)-1H-indol-1-yl]benzoic acid

5-(benzyloxy)-4-methoxy-2-[3-(methoxycarbonyl)-1H-indol-1-yl]benzoic acid

Conditions
ConditionsYield
With copper(l) iodide; potassium carbonate In N,N-dimethyl-formamide at 90℃; for 16h; Inert atmosphere;
With copper(l) iodide; potassium carbonate In N,N-dimethyl-formamide at 90℃; for 16h; Inert atmosphere;
2-bromo-4-methoxy-5-benzyloxy-benzoic acid
24958-42-7

2-bromo-4-methoxy-5-benzyloxy-benzoic acid

N-[4-(benzyloxy)phenyl]-N-phenyl-1H-indole-3-carboxamide

N-[4-(benzyloxy)phenyl]-N-phenyl-1H-indole-3-carboxamide

5-(benzyloxy)-2-(3-{[4-(benzyloxy)phenyl](phenyl)carbamoyl}-1H-indol-1-yl)-4-methoxybenzoic acid

5-(benzyloxy)-2-(3-{[4-(benzyloxy)phenyl](phenyl)carbamoyl}-1H-indol-1-yl)-4-methoxybenzoic acid

Conditions
ConditionsYield
With copper(l) iodide; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 16h; Inert atmosphere;
With copper(l) iodide; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 16h; Inert atmosphere;
2-bromo-4-methoxy-5-benzyloxy-benzoic acid
24958-42-7

2-bromo-4-methoxy-5-benzyloxy-benzoic acid

1-[4-(benzyloxy)-5-methoxy-2-[(3S)-3-[(4-methylpiperazin-1-yl)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl]phenyl]-N-[4-(benzyloxy)phenyl]-N-phenyl-1H-indole-3-carboxamide

1-[4-(benzyloxy)-5-methoxy-2-[(3S)-3-[(4-methylpiperazin-1-yl)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl]phenyl]-N-[4-(benzyloxy)phenyl]-N-phenyl-1H-indole-3-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: copper(l) iodide; potassium carbonate / N,N-dimethyl-formamide / 16 h / 80 °C / Inert atmosphere
2: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 3 h / 20 °C
View Scheme
2-bromo-4-methoxy-5-benzyloxy-benzoic acid
24958-42-7

2-bromo-4-methoxy-5-benzyloxy-benzoic acid

1-{4-hydroxy-5-methoxy-2-[(3S)-3-[(4-methylpiperazin-1-yl)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl]phenyl}-N-(4-hydroxyphenyl)-N-phenyl-1H-indole-3-carboxamide

1-{4-hydroxy-5-methoxy-2-[(3S)-3-[(4-methylpiperazin-1-yl)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl]phenyl}-N-(4-hydroxyphenyl)-N-phenyl-1H-indole-3-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: copper(l) iodide; potassium carbonate / N,N-dimethyl-formamide / 16 h / 80 °C / Inert atmosphere
2: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 3 h / 20 °C
3: palladium 10% on activated carbon; ammonium formate / 2.5 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 3 steps
1: copper(l) iodide; potassium carbonate / N,N-dimethyl-formamide / 16 h / 80 °C / Inert atmosphere
2: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 3 h / 20 °C
3: palladium 10% on activated carbon; ammonium formate / methanol / 2.5 h / Inert atmosphere; Reflux
View Scheme
2-bromo-4-methoxy-5-benzyloxy-benzoic acid
24958-42-7

2-bromo-4-methoxy-5-benzyloxy-benzoic acid

1-[4-(benzyloxy)-5-methoxy-2-[(3S)-3-[(4-methylpiperazin-1-yl)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl]phenyl]-1H-indole-3-carboxylic acid methyl ester

1-[4-(benzyloxy)-5-methoxy-2-[(3S)-3-[(4-methylpiperazin-1-yl)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl]phenyl]-1H-indole-3-carboxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: copper(l) iodide; potassium carbonate / N,N-dimethyl-formamide / 16 h / 90 °C / Inert atmosphere
2: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 72 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: copper(l) iodide; potassium carbonate / N,N-dimethyl-formamide / 16 h / 90 °C / Inert atmosphere
2: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 72 h / 20 °C
View Scheme
2-bromo-4-methoxy-5-benzyloxy-benzoic acid
24958-42-7

2-bromo-4-methoxy-5-benzyloxy-benzoic acid

sodium 1-[4-(benzyloxy)-5-methoxy-2-[(3S)-3-[(4-methylpiperazin-1-yl)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl]phenyl]-1H-indole-3-carboxylate

sodium 1-[4-(benzyloxy)-5-methoxy-2-[(3S)-3-[(4-methylpiperazin-1-yl)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl]phenyl]-1H-indole-3-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: copper(l) iodide; potassium carbonate / N,N-dimethyl-formamide / 16 h / 90 °C / Inert atmosphere
2: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 72 h / 20 °C
3: methanol; sodium hydroxide / tetrahydrofuran / 7 h / 50 °C
View Scheme
Multi-step reaction with 3 steps
1: copper(l) iodide; potassium carbonate / N,N-dimethyl-formamide / 16 h / 90 °C / Inert atmosphere
2: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 72 h / 20 °C
3: sodium hydroxide; water / methanol; tetrahydrofuran / 7 h / 50 °C
View Scheme
2-bromo-4-methoxy-5-benzyloxy-benzoic acid
24958-42-7

2-bromo-4-methoxy-5-benzyloxy-benzoic acid

1-[4-(benzyloxy)-5-methoxy-2-[(3S)-3-[(4-methylpiperazin-1-yl)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl]phenyl]-1H-indole-3-carbonyl chloride

1-[4-(benzyloxy)-5-methoxy-2-[(3S)-3-[(4-methylpiperazin-1-yl)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl]phenyl]-1H-indole-3-carbonyl chloride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: copper(l) iodide; potassium carbonate / N,N-dimethyl-formamide / 16 h / 90 °C / Inert atmosphere
2: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 72 h / 20 °C
3: methanol; sodium hydroxide / tetrahydrofuran / 7 h / 50 °C
4: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 16 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1: copper(l) iodide; potassium carbonate / N,N-dimethyl-formamide / 16 h / 90 °C / Inert atmosphere
2: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 72 h / 20 °C
3: sodium hydroxide; water / methanol; tetrahydrofuran / 7 h / 50 °C
4: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 16 h / 20 °C / Inert atmosphere
View Scheme
2-bromo-4-methoxy-5-benzyloxy-benzoic acid
24958-42-7

2-bromo-4-methoxy-5-benzyloxy-benzoic acid

1-[4-(benzyloxy)-5-methoxy-2-[(3S)-3-[(4-methylpiperazin-1-yl)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl]phenyl]-N-cyclohexyl-N-phenyl-1H-indole-3-carboxamide

1-[4-(benzyloxy)-5-methoxy-2-[(3S)-3-[(4-methylpiperazin-1-yl)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl]phenyl]-N-cyclohexyl-N-phenyl-1H-indole-3-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: copper(l) iodide; potassium carbonate / N,N-dimethyl-formamide / 16 h / 90 °C / Inert atmosphere
2: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 72 h / 20 °C
3: methanol; sodium hydroxide / tetrahydrofuran / 7 h / 50 °C
4: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 16 h / 20 °C / Inert atmosphere
5: pyridine / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 5 steps
1: copper(l) iodide; potassium carbonate / N,N-dimethyl-formamide / 16 h / 90 °C / Inert atmosphere
2: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 72 h / 20 °C
3: sodium hydroxide; water / methanol; tetrahydrofuran / 7 h / 50 °C
4: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 16 h / 20 °C / Inert atmosphere
5: pyridine / dichloromethane / 0 - 20 °C
View Scheme
2-bromo-4-methoxy-5-benzyloxy-benzoic acid
24958-42-7

2-bromo-4-methoxy-5-benzyloxy-benzoic acid

N-cyclohexyl-1-{4-hydroxy-5-methoxy-2-[(3S)-3-[(4-methylpiperazin-1-yl)-methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl]phenyl}-N-phenyl-1H-indole-3-carboxamide

N-cyclohexyl-1-{4-hydroxy-5-methoxy-2-[(3S)-3-[(4-methylpiperazin-1-yl)-methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl]phenyl}-N-phenyl-1H-indole-3-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: copper(l) iodide; potassium carbonate / N,N-dimethyl-formamide / 16 h / 90 °C / Inert atmosphere
2: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 72 h / 20 °C
3: methanol; sodium hydroxide / tetrahydrofuran / 7 h / 50 °C
4: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 16 h / 20 °C / Inert atmosphere
5: pyridine / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere
6: palladium 10% on activated carbon; ammonium formate / methanol / 1 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 6 steps
1: copper(l) iodide; potassium carbonate / N,N-dimethyl-formamide / 16 h / 90 °C / Inert atmosphere
2: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 72 h / 20 °C
3: sodium hydroxide; water / methanol; tetrahydrofuran / 7 h / 50 °C
4: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 16 h / 20 °C / Inert atmosphere
5: pyridine / dichloromethane / 0 - 20 °C
6: palladium 10% on activated carbon; ammonium formate / methanol / 1 h / Reflux
View Scheme
2-bromo-4-methoxy-5-benzyloxy-benzoic acid
24958-42-7

2-bromo-4-methoxy-5-benzyloxy-benzoic acid

lithium 1-[4-(benzyloxy)-5-methoxy-2-[(3S)-3-[(4-methylpiperazin-1-yl)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl]phenyl]-1H-indole-3-carboxylate

lithium 1-[4-(benzyloxy)-5-methoxy-2-[(3S)-3-[(4-methylpiperazin-1-yl)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl]phenyl]-1H-indole-3-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: copper(l) iodide; potassium carbonate / N,N-dimethyl-formamide / 16 h / 90 °C / Inert atmosphere
2: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 72 h / 20 °C
3: lithium hydroxide / 1,4-dioxane / 32 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1: copper(l) iodide; potassium carbonate / N,N-dimethyl-formamide / 16 h / 90 °C / Inert atmosphere
2: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 72 h / 20 °C
3: lithium hydroxide / 1,4-dioxane / 32 h / Reflux
View Scheme
2-bromo-4-methoxy-5-benzyloxy-benzoic acid
24958-42-7

2-bromo-4-methoxy-5-benzyloxy-benzoic acid

1-[4-(benzyloxy)-5-methoxy-2-[(3S)-3-[(4-methylpiperazin-1-yl)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl]phenyl]-N-{4-[(tert-butyldimethylsilyl)oxy]phenyl}-N-cyclohexyl-1H-indole-3-carboxamide

1-[4-(benzyloxy)-5-methoxy-2-[(3S)-3-[(4-methylpiperazin-1-yl)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl]phenyl]-N-{4-[(tert-butyldimethylsilyl)oxy]phenyl}-N-cyclohexyl-1H-indole-3-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: copper(l) iodide; potassium carbonate / N,N-dimethyl-formamide / 16 h / 90 °C / Inert atmosphere
2.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 72 h / 20 °C
3.1: lithium hydroxide / 1,4-dioxane / 32 h / Reflux
4.1: thionyl chloride / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere
4.2: 4 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1.1: copper(l) iodide; potassium carbonate / N,N-dimethyl-formamide / 16 h / 90 °C / Inert atmosphere
2.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 72 h / 20 °C
3.1: lithium hydroxide / 1,4-dioxane / 32 h / Reflux
4.1: thionyl chloride / dichloromethane / 18 h / 0 - 20 °C / Inert atmosphere
4.2: 4 h / 20 °C / Inert atmosphere
View Scheme
2-bromo-4-methoxy-5-benzyloxy-benzoic acid
24958-42-7

2-bromo-4-methoxy-5-benzyloxy-benzoic acid

1-[4-(benzyloxy)-5-methoxy-2-[(3S)-3-[(4-methylpiperazin-1-yl)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl]phenyl]-N-cyclohexyl-N-(4-hydroxyphenyl)-1H-indole-3-carboxamide

1-[4-(benzyloxy)-5-methoxy-2-[(3S)-3-[(4-methylpiperazin-1-yl)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl]phenyl]-N-cyclohexyl-N-(4-hydroxyphenyl)-1H-indole-3-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: copper(l) iodide; potassium carbonate / N,N-dimethyl-formamide / 16 h / 90 °C / Inert atmosphere
2.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 72 h / 20 °C
3.1: lithium hydroxide / 1,4-dioxane / 32 h / Reflux
4.1: thionyl chloride / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere
4.2: 4 h / 20 °C / Inert atmosphere
5.1: potassium hydroxide; methanol / 3 h / 20 °C
View Scheme
Multi-step reaction with 5 steps
1.1: copper(l) iodide; potassium carbonate / N,N-dimethyl-formamide / 16 h / 90 °C / Inert atmosphere
2.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 72 h / 20 °C
3.1: lithium hydroxide / 1,4-dioxane / 32 h / Reflux
4.1: thionyl chloride / dichloromethane / 18 h / 0 - 20 °C / Inert atmosphere
4.2: 4 h / 20 °C / Inert atmosphere
5.1: water; potassium hydroxide / methanol / 3 h / 20 °C
View Scheme
2-bromo-4-methoxy-5-benzyloxy-benzoic acid
24958-42-7

2-bromo-4-methoxy-5-benzyloxy-benzoic acid

N-cyclohexyl-1-{4-hydroxy-5-methoxy-2-[(3S)-3-[(4-methylpiperazin-1-yl)-methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl]phenyl}-N-(4-hydroxyphenyl)-1H-indole-3-carboxamide

N-cyclohexyl-1-{4-hydroxy-5-methoxy-2-[(3S)-3-[(4-methylpiperazin-1-yl)-methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl]phenyl}-N-(4-hydroxyphenyl)-1H-indole-3-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: copper(l) iodide; potassium carbonate / N,N-dimethyl-formamide / 16 h / 90 °C / Inert atmosphere
2.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 72 h / 20 °C
3.1: lithium hydroxide / 1,4-dioxane / 32 h / Reflux
4.1: thionyl chloride / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere
4.2: 4 h / 20 °C / Inert atmosphere
5.1: potassium hydroxide; methanol / 3 h / 20 °C
6.1: palladium 10% on activated carbon; ammonium formate / methanol / 48 h / Reflux; Inert atmosphere
View Scheme
Multi-step reaction with 6 steps
1.1: copper(l) iodide; potassium carbonate / N,N-dimethyl-formamide / 16 h / 90 °C / Inert atmosphere
2.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 72 h / 20 °C
3.1: lithium hydroxide / 1,4-dioxane / 32 h / Reflux
4.1: thionyl chloride / dichloromethane / 18 h / 0 - 20 °C / Inert atmosphere
4.2: 4 h / 20 °C / Inert atmosphere
5.1: water; potassium hydroxide / methanol / 3 h / 20 °C
6.1: palladium 10% on activated carbon; ammonium formate / methanol / 48 h / Inert atmosphere; Reflux
View Scheme

2-Bromo-4-methoxy-5-benzyloxybenzoic acid Chemical Properties

Product Name: Benzoic acid,2-bromo-4-methoxy-5-(phenylmethoxy)-
Synonyms of Benzoic acid,2-bromo-4-methoxy-5-(phenylmethoxy)- (CAS NO.24958-42-7): 3-Bromo-4-methoxy-5-benzyloxybenzoic acid ; 5-Benzyloxy-2-bromo-4-methoxy-benzoic acid ; 2-Bromo-5-benzyloxy-4-methoxybenzoic acid ; 2-Bromo-4-methoxy-5-(Benzyloxy)benzoic acid ; 2-Bromo-4-methoxy-5-(phenylmethoxy)benzoic acid ; 5-Benzyloxy-2-Bromo-4-Methoxyb ; 2-Brono-5-benzyloxy-4-methoxybenzoic acid ; 5-Benzyl-2-bromo-4-methoxylbenzoic acid
CAS NO: 24958-42-7
Molecular Formula of Benzoic acid,2-bromo-4-methoxy-5-(phenylmethoxy)- (CAS NO.24958-42-7): C15H13BrO4
Molecular Weight: 337.1653
Molecular Structure:


ProductCategories: Multisubstituted Benzene ; Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts ; API intermediates 
Polar Surface Area: 55.76 Å2
Index of Refraction: 1.611
Molar Refractivity: 78.718 cm3
Molar Volume: 226.854 cm3
Surface Tension: 50.715 dyne/cm
Density of Benzoic acid,2-bromo-4-methoxy-5-(phenylmethoxy)- (CAS NO.24958-42-7): 1.486 g/cm3
Flash Point: 223.196 °C
Enthalpy of Vaporization: 74.134 kJ/mol
Boiling Point: 445.442 °C at 760 mmHg
Vapour Pressure: 0 mmHg at 25°C 

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