(3aR,6aS)-tert-butyl 5-(5-(2-chloro-4-(1H-pyrazol-4-yl)phenyl)-1,3,4-thiadiazol-2-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

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Chemical Name:(3aR,6aS)-tert-butyl 5-(5-(2-chloro-4-(1H-pyrazol-4-yl)phenyl)-1,3,4-thiadiazol-2-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate
CAS No.:1620516-20-2
Molecular Formula:C₂₂H₂₅ClN₆O₂S
Molecular Weight:472.999
Hs Code.:

Synonyms:(3aR,6aS)-tert-butyl 5-(5-(2-chloro-4-(1H-pyrazol-4-yl)phenyl)-1,3,4-thiadiazol-2-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

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Chemical Property of (3aR,6aS)-tert-butyl 5-(5-(2-chloro-4-(1H-pyrazol-4-yl)phenyl)-1,3,4-thiadiazol-2-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

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Technology Process of (3aR,6aS)-tert-butyl 5-(5-(2-chloro-4-(1H-pyrazol-4-yl)phenyl)-1,3,4-thiadiazol-2-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

There total 4 articles about (3aR,6aS)-tert-butyl 5-(5-(2-chloro-4-(1H-pyrazol-4-yl)phenyl)-1,3,4-thiadiazol-2-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate 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:

: 1620516-24-6
2-bromo-5-(2-chloro-4-(1H-pyrazol-4-yl)phenyl)-1,3,4-thiadiazole

: 250275-15-1,1256094-14-0
tert-butyl (3aR,6aS)-hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

: 1620516-20-2
(3aR,6aS)-tert-butyl 5-(5-(2-chloro-4-(1H-pyrazol-4-yl)phenyl)-1,3,4-thiadiazol-2-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

Guidance literature:: With potassium fluoride; 18-crown-6 ether; N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; at 190 ℃; for 1h; Microwave irradiation;

Reference yield:

: 1157723-14-2
5-(4-bromo-2-chlorophenyl)-1,3,4-thiadiazol-2-amine

: 1620516-20-2
(3aR,6aS)-tert-butyl 5-(5-(2-chloro-4-(1H-pyrazol-4-yl)phenyl)-1,3,4-thiadiazol-2-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; XPhos / 1,4-dioxane / 1 h / 100 °C / Inert atmosphere

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

3: N-ethyl-N,N-diisopropylamine; potassium fluoride; 18-crown-6 ether / 1-methyl-pyrrolidin-2-one / 1 h / 190 °C / Microwave irradiation

With potassium fluoride; tert.-butylnitrite; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 18-crown-6 ether; caesium carbonate; N-ethyl-N,N-diisopropylamine; copper(ll) bromide; XPhos; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; acetonitrile;

Reference yield:

: 59748-90-2
4-Bromo-2-chloro-benzoic Acid

: 1620516-20-2
(3aR,6aS)-tert-butyl 5-(5-(2-chloro-4-(1H-pyrazol-4-yl)phenyl)-1,3,4-thiadiazol-2-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: trichlorophosphate / water / 4 h / 0 - 78 °C

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; XPhos / 1,4-dioxane / 1 h / 100 °C / Inert atmosphere

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

4: N-ethyl-N,N-diisopropylamine; potassium fluoride; 18-crown-6 ether / 1-methyl-pyrrolidin-2-one / 1 h / 190 °C / Microwave irradiation

With potassium fluoride; tert.-butylnitrite; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 18-crown-6 ether; caesium carbonate; N-ethyl-N,N-diisopropylamine; copper(ll) bromide; XPhos; trichlorophosphate; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; water; acetonitrile;