5-(2-fluoro-6-methoxy-4-(1H-pyrazol-4-yl)phenyl)-N-methyl-N-(2,2,6,6-tetramethylpiperidin-4-yl)-1,3,4-thiadiazol-2-amine

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Chemical Name:5-(2-fluoro-6-methoxy-4-(1H-pyrazol-4-yl)phenyl)-N-methyl-N-(2,2,6,6-tetramethylpiperidin-4-yl)-1,3,4-thiadiazol-2-amine
CAS No.:1620515-27-6
Molecular Formula:C₂₂H₂₉FN₆OS
Molecular Weight:444.576
Hs Code.:

Synonyms:5-(2-fluoro-6-methoxy-4-(1H-pyrazol-4-yl)phenyl)-N-methyl-N-(2,2,6,6-tetramethylpiperidin-4-yl)-1,3,4-thiadiazol-2-amine

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Chemical Property of 5-(2-fluoro-6-methoxy-4-(1H-pyrazol-4-yl)phenyl)-N-methyl-N-(2,2,6,6-tetramethylpiperidin-4-yl)-1,3,4-thiadiazol-2-amine

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Technology Process of 5-(2-fluoro-6-methoxy-4-(1H-pyrazol-4-yl)phenyl)-N-methyl-N-(2,2,6,6-tetramethylpiperidin-4-yl)-1,3,4-thiadiazol-2-amine

There total 6 articles about 5-(2-fluoro-6-methoxy-4-(1H-pyrazol-4-yl)phenyl)-N-methyl-N-(2,2,6,6-tetramethylpiperidin-4-yl)-1,3,4-thiadiazol-2-amine 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: 32.0%

: 269410-08-4
pyrazole-4-boronic acid pinacol ester

: 1620515-97-0
5-(4-bromo-2-fluoro-6-methoxyphenyl)-N-methyl-N-(2,2,6,6-tetramethylpiperidin-4-yl)-1,3,4-thiadiazol-2-amine

: 1620515-27-6
5-(2-fluoro-6-methoxy-4-(1H-pyrazol-4-yl)phenyl)-N-methyl-N-(2,2,6,6-tetramethylpiperidin-4-yl)-1,3,4-thiadiazol-2-amine

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate; In 1,4-dioxane; water; at 120 ℃; for 1h; Inert atmosphere; Sealed tube; Microwave irradiation;

Reference yield: 32.0%

: 269410-08-4
pyrazole-4-boronic acid pinacol ester

: 1620515-96-9
5-(2-fluoro-6-methoxyphenyl)-N-methyl-N-(2,2,6,6-tetramethylpiperidin-4-yl)-1,3,4-thiadiazol-2-amine

: 1620515-27-6
5-(2-fluoro-6-methoxy-4-(1H-pyrazol-4-yl)phenyl)-N-methyl-N-(2,2,6,6-tetramethylpiperidin-4-yl)-1,3,4-thiadiazol-2-amine

Guidance literature:: 5-(2-fluoro-6-methoxyphenyl)-N-methyl-N-(2,2,6,6-tetramethylpiperidin-4-yl)-1,3,4-thiadiazol-2-amine; With bis(pinacol)diborane; In 1,4-dioxane; for 0.166667h; Inert atmosphere;

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine; In 1,4-dioxane; at 90 ℃; for 18h; Inert atmosphere;

pyrazole-4-boronic acid pinacol ester; Further stages;
DOI:10.1021/acs.jmedchem.0c02173

Reference yield:

: 137654-21-8
2-fluoro-6-methoxybenzoic acid

: 1620515-27-6
5-(2-fluoro-6-methoxy-4-(1H-pyrazol-4-yl)phenyl)-N-methyl-N-(2,2,6,6-tetramethylpiperidin-4-yl)-1,3,4-thiadiazol-2-amine

Guidance literature:: Multi-step reaction with 5 steps

1.1: trichlorophosphate / 20.5 h / 78 °C / Cooling with ice; Inert atmosphere; Sonication

2.1: tert.-butylnitrite; copper(ll) bromide / acetonitrile / 18 h / 20 °C / Inert atmosphere

3.1: 1-methyl-pyrrolidin-2-one / 18 h / 120 °C

4.1: bis(pinacol)diborane; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine / water; 1,4-dioxane / 16 h / 90 °C / Inert atmosphere

4.2: 18 h / 80 °C

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate / water; 1,4-dioxane / 1 h / 120 °C / Inert atmosphere; Sealed tube; Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tert.-butylnitrite; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; sodium hydrogencarbonate; bis(pinacol)diborane; 4,4'-di-tert-butyl-2,2'-bipyridine; copper(ll) bromide; trichlorophosphate; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; water; acetonitrile;