6-[5-{[(2R)-2,3-dihydroxypropyl]amino}-3-(4-fluorophenyl)-1H-pyrazol-4-yl]-2-(2-methylphenyl)pyridazin-3(2H)-one

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Chemical Name:6-[5-{[(2R)-2,3-dihydroxypropyl]amino}-3-(4-fluorophenyl)-1H-pyrazol-4-yl]-2-(2-methylphenyl)pyridazin-3(2H)-one
CAS No.:1397261-97-0
Molecular Formula:C₂₃H₂₂FN₅O₃
Molecular Weight:435.458
Hs Code.:

Synonyms:6-[5-{[(2R)-2,3-dihydroxypropyl]amino}-3-(4-fluorophenyl)-1H-pyrazol-4-yl]-2-(2-methylphenyl)pyridazin-3(2H)-one

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Chemical Property of 6-[5-{[(2R)-2,3-dihydroxypropyl]amino}-3-(4-fluorophenyl)-1H-pyrazol-4-yl]-2-(2-methylphenyl)pyridazin-3(2H)-one

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Technology Process of 6-[5-{[(2R)-2,3-dihydroxypropyl]amino}-3-(4-fluorophenyl)-1H-pyrazol-4-yl]-2-(2-methylphenyl)pyridazin-3(2H)-one

There total 8 articles about 6-[5-{[(2R)-2,3-dihydroxypropyl]amino}-3-(4-fluorophenyl)-1H-pyrazol-4-yl]-2-(2-methylphenyl)pyridazin-3(2H)-one 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: 80.0%

: 882974-29-0
(RS)-6-[1-bromo-2-(4-fluorophenyl)-2-oxoethyl]-2-(2-tolyl)-2,3-dihydropyridazin-3-one

: 1397261-92-5
N-[(2R)-2,3-dihydroxypropyl]hydrazinecarbothioamide

: 1397261-97-0
6-[5-{[(2R)-2,3-dihydroxypropyl]amino}-3-(4-fluorophenyl)-1H-pyrazol-4-yl]-2-(2-methylphenyl)pyridazin-3(2H)-one

Guidance literature:: (RS)-6-[1-bromo-2-(4-fluorophenyl)-2-oxoethyl]-2-(2-tolyl)-2,3-dihydropyridazin-3-one; N-[(2R)-2,3-dihydroxypropyl]hydrazinecarbothioamide; In acetic acid; at 75 ℃; for 3h;

With sodium hydroxide; In water; acetic acid; ethyl acetate; Cooling with ice;
DOI:10.1021/jm3008008

Reference yield:

: 1121-79-5
3-chloro-6-methylpyridazine

: 1397261-97-0
6-[5-{[(2R)-2,3-dihydroxypropyl]amino}-3-(4-fluorophenyl)-1H-pyrazol-4-yl]-2-(2-methylphenyl)pyridazin-3(2H)-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

2.1: sodium acetate / acetic acid / 4 h / 120 °C

3.1: toluene-4-sulfonic acid / toluene / 6 h / Reflux

3.2: 1 h / 50 °C / Cooling with ice

4.1: pyridine; copper diacetate / N,N-dimethyl-formamide / 24 h / 20 °C

5.1: hydrogenchloride; water / acetic acid / 14 h / 20 °C

6.1: pyridinium hydrobromide perbromide / acetic acid / 1.5 h

7.1: acetic acid / 3 h / 75 °C

7.2: Cooling with ice

With pyridine; hydrogenchloride; pyridinium hydrobromide perbromide; water; copper diacetate; sodium acetate; toluene-4-sulfonic acid; lithium hexamethyldisilazane; In tetrahydrofuran; acetic acid; N,N-dimethyl-formamide; toluene; 4.1: |Chan-Lam Coupling;
DOI:10.1021/jm3008008

Reference yield:

: 451-46-7
4-fluorobenzoic acid ethyl ester

: 1397261-97-0
6-[5-{[(2R)-2,3-dihydroxypropyl]amino}-3-(4-fluorophenyl)-1H-pyrazol-4-yl]-2-(2-methylphenyl)pyridazin-3(2H)-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

2.1: sodium acetate / acetic acid / 4 h / 120 °C

3.1: toluene-4-sulfonic acid / toluene / 6 h / Reflux

3.2: 1 h / 50 °C / Cooling with ice

4.1: pyridine; copper diacetate / N,N-dimethyl-formamide / 24 h / 20 °C

5.1: hydrogenchloride; water / acetic acid / 14 h / 20 °C

6.1: pyridinium hydrobromide perbromide / acetic acid / 1.5 h

7.1: acetic acid / 3 h / 75 °C

7.2: Cooling with ice

With pyridine; hydrogenchloride; pyridinium hydrobromide perbromide; water; copper diacetate; sodium acetate; toluene-4-sulfonic acid; lithium hexamethyldisilazane; In tetrahydrofuran; acetic acid; N,N-dimethyl-formamide; toluene; 4.1: |Chan-Lam Coupling;
DOI:10.1021/jm3008008