4-{3-[(1S)-2-hydroxy-1-methylethoxy]-5-[(1H-pyrazol-3-ylamino)carbonyl]phenoxy}benzoic acid

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Chemical Name:4-{3-[(1S)-2-hydroxy-1-methylethoxy]-5-[(1H-pyrazol-3-ylamino)carbonyl]phenoxy}benzoic acid
CAS No.:871656-94-9
Molecular Formula:C₂₀H₁₉N₃O₆
Molecular Weight:397.387
Hs Code.:

Synonyms:4-{3-[(1S)-2-hydroxy-1-methylethoxy]-5-[(1H-pyrazol-3-ylamino)carbonyl]phenoxy}benzoic acid

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Chemical Property of 4-{3-[(1S)-2-hydroxy-1-methylethoxy]-5-[(1H-pyrazol-3-ylamino)carbonyl]phenoxy}benzoic acid

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Technology Process of 4-{3-[(1S)-2-hydroxy-1-methylethoxy]-5-[(1H-pyrazol-3-ylamino)carbonyl]phenoxy}benzoic acid

There total 8 articles about 4-{3-[(1S)-2-hydroxy-1-methylethoxy]-5-[(1H-pyrazol-3-ylamino)carbonyl]phenoxy}benzoic acid 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: 85.0%

: 871656-95-0
ethyl 4-{3-[(1S)-2-hydroxy-1-methylethoxy]-5-[(1H-pyrazol-3-ylamino)carbonyl]phenoxy}benzoate

: 871656-94-9
4-{3-[(1S)-2-hydroxy-1-methylethoxy]-5-[(1H-pyrazol-3-ylamino)carbonyl]phenoxy}benzoic acid

Guidance literature:: ethyl 4-{3-[(1S)-2-hydroxy-1-methylethoxy]-5-[(1H-pyrazol-3-ylamino)carbonyl]phenoxy}benzoate; With sodium hydroxide; water; In tetrahydrofuran; at 20 ℃; for 16h;

With citric acid; In water; pH=3 - 4;

Reference yield:

: 851885-41-1
3-{[(1S)-1-methyl-2-(methyloxy)ethyl]oxy}-5-[(phenylmethyl)oxy]benzoic acid

: 871656-94-9
4-{3-[(1S)-2-hydroxy-1-methylethoxy]-5-[(1H-pyrazol-3-ylamino)carbonyl]phenoxy}benzoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-ethyl-N,N-diisopropylamine; HATU / DMF (N,N-dimethyl-formamide) / 16 h / 20 °C

2.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; ethanol / 16 h / 20 °C

3.1: copper diacetate; triethylamine / dichloromethane / 7 h / 20 °C / Molecular sieve

4.1: trimethylsilyl iodide / acetonitrile / 16 h / 20 °C

5.1: sodium hydroxide; water / tetrahydrofuran / 16 h / 20 °C

5.2: pH 3 - 4

With sodium hydroxide; trimethylsilyl iodide; water; hydrogen; copper diacetate; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; palladium 10% on activated carbon; In tetrahydrofuran; DMF (N,N-dimethyl-formamide); ethanol; dichloromethane; acetonitrile;

Reference yield:

: 851885-42-2
methyl 3-{[(1S)-1-methyl-2-(methyloxy)ethyl]oxy}-5-[(phenylmethyl)oxy]benzoate

: 871656-94-9
4-{3-[(1S)-2-hydroxy-1-methylethoxy]-5-[(1H-pyrazol-3-ylamino)carbonyl]phenoxy}benzoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 20 °C

1.2: pH 4

2.1: N-ethyl-N,N-diisopropylamine; HATU / DMF (N,N-dimethyl-formamide) / 16 h / 20 °C

3.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; ethanol / 16 h / 20 °C

4.1: copper diacetate; triethylamine / dichloromethane / 7 h / 20 °C / Molecular sieve

5.1: trimethylsilyl iodide / acetonitrile / 16 h / 20 °C

6.1: sodium hydroxide; water / tetrahydrofuran / 16 h / 20 °C

6.2: pH 3 - 4

With sodium hydroxide; trimethylsilyl iodide; water; hydrogen; copper diacetate; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; palladium 10% on activated carbon; In tetrahydrofuran; methanol; DMF (N,N-dimethyl-formamide); ethanol; dichloromethane; acetonitrile;