tert-butyl 4-(5-(3-phenoxy-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)piperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl 4-(5-(3-phenoxy-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)piperidine-1-carboxylate
CAS No.:953042-91-6
Molecular Formula:C₂₈H₃₀N₆O₃S₂
Molecular Weight:562.717
Hs Code.:

Synonyms:tert-butyl 4-(5-(3-phenoxy-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)piperidine-1-carboxylate

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Chemical Property of tert-butyl 4-(5-(3-phenoxy-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)piperidine-1-carboxylate

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Technology Process of tert-butyl 4-(5-(3-phenoxy-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)piperidine-1-carboxylate

There total 9 articles about tert-butyl 4-(5-(3-phenoxy-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)piperidine-1-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: 78.5%

: 945989-36-6
tert-butyl 4-(chloro(methylsulfonyloxyimino)methyl)piperidine-1-carboxylate

: 953046-12-3
3-phenoxy-5-(pyridin-2-ylthio)pyridin-2-amine

: 540-72-7
sodium thiocyanide

: 953042-91-6
tert-butyl 4-(5-(3-phenoxy-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)piperidine-1-carboxylate

Guidance literature:: tert-butyl 4-(chloro(methylsulfonyloxyimino)methyl)piperidine-1-carboxylate; sodium thiocyanide; With pyridine; In acetonitrile; at 40 ℃; for 0.666667h;

3-phenoxy-5-(pyridin-2-ylthio)pyridin-2-amine; In acetonitrile; at 50 ℃;

Reference yield:

: 945989-36-6
tert-butyl 4-(chloro(methylsulfonyloxyimino)methyl)piperidine-1-carboxylate

: 3-phenoxy-5-(pyridin-2-ylthio)pyridin-2-amine hydrochloride

: 540-72-7
sodium thiocyanide

: 953042-91-6
tert-butyl 4-(5-(3-phenoxy-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)piperidine-1-carboxylate

Guidance literature:: tert-butyl 4-(chloro(methylsulfonyloxyimino)methyl)piperidine-1-carboxylate; sodium thiocyanide; With pyridine; In acetonitrile; at 45 ℃;

3-phenoxy-5-(pyridin-2-ylthio)pyridin-2-amine hydrochloride; In acetonitrile; at 60 ℃;

With hydrogenchloride; In diethyl ether; dichloromethane;
DOI:10.1016/j.bmc.2019.115232

Reference yield:

: 16867-03-1
2-amino-3-hydroxypyridine

: 953042-91-6
tert-butyl 4-(5-(3-phenoxy-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 16 - 25 °C

1.2: 24 h / 110 °C

2.1: hydrogen; sodium acetate / 10 % Pd(OH)2/C / ethanol / 18 h / 1810.07 Torr

3.1: bromine / chloroform / 1 h / 0 °C

4.1: methyllithium / tetrahydrofuran / 0.08 h / -78 °C

4.2: 0.17 h / -78 °C

5.1: pyridine / acetonitrile / 0.67 h / 40 °C

5.2: 50 °C

With pyridine; methyllithium; hydrogen; bromine; sodium acetate; sodium hydride; 10 % Pd(OH)2/C; In tetrahydrofuran; ethanol; chloroform; N,N-dimethyl-formamide; acetonitrile;