tert-butyl (3R)-4-{5-[(4-cyanobenzyl)oxy]pyrimidin-2-yl}-3-methylpiperazine-1-carboxylate

Base Information

Chemical Name:tert-butyl (3R)-4-{5-[(4-cyanobenzyl)oxy]pyrimidin-2-yl}-3-methylpiperazine-1-carboxylate
CAS No.:1379522-44-7
Molecular Formula:C₂₂H₂₇N₅O₃
Molecular Weight:409.488
Hs Code.:

Synonyms:tert-butyl (3R)-4-{5-[(4-cyanobenzyl)oxy]pyrimidin-2-yl}-3-methylpiperazine-1-carboxylate

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Chemical Property of tert-butyl (3R)-4-{5-[(4-cyanobenzyl)oxy]pyrimidin-2-yl}-3-methylpiperazine-1-carboxylate

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Technology Process of tert-butyl (3R)-4-{5-[(4-cyanobenzyl)oxy]pyrimidin-2-yl}-3-methylpiperazine-1-carboxylate

There total 4 articles about tert-butyl (3R)-4-{5-[(4-cyanobenzyl)oxy]pyrimidin-2-yl}-3-methylpiperazine-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: 84.0%

: 1272973-67-7
(R)-tert-butyl4-(5-(benzyloxy)pyrimidin-2-yl)-3-methylpiperazine-1-carboxylate

: 17201-43-3
4-cyanobenzyl bromide

: 1379522-44-7
tert-butyl (3R)-4-{5-[(4-cyanobenzyl)oxy]pyrimidin-2-yl}-3-methylpiperazine-1-carboxylate

Guidance literature:: With caesium carbonate; In acetonitrile; at 100 ℃; for 1h; Inert atmosphere;
DOI:10.1021/jm300310c

Reference yield:

: 1272973-68-8
(R)-tert-butyl 4-(5-bromopyrimidin-2-yl)-3-methylpiperazine-1-carboxylate

: 1379522-44-7
tert-butyl (3R)-4-{5-[(4-cyanobenzyl)oxy]pyrimidin-2-yl}-3-methylpiperazine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: potassium acetate; palladium diacetate / N,N-dimethyl-formamide / 16 h / 85 °C / Inert atmosphere

2: sodium peroxoborate tetrahydrate / tetrahydrofuran; water / 16 h / 25 °C

3: caesium carbonate / acetonitrile / 1 h / 100 °C / Inert atmosphere

With sodium peroxoborate tetrahydrate; potassium acetate; palladium diacetate; caesium carbonate; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm300310c

Reference yield:

: 163765-44-4
(R)-tert-butyl 3-methylpiperazine-1-carboxylate

: 1379522-44-7
tert-butyl (3R)-4-{5-[(4-cyanobenzyl)oxy]pyrimidin-2-yl}-3-methylpiperazine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: potassium carbonate / acetonitrile / 1 h / 150 °C

2: potassium acetate; palladium diacetate / N,N-dimethyl-formamide / 16 h / 85 °C / Inert atmosphere

3: sodium peroxoborate tetrahydrate / tetrahydrofuran; water / 16 h / 25 °C

4: caesium carbonate / acetonitrile / 1 h / 100 °C / Inert atmosphere

With sodium peroxoborate tetrahydrate; potassium acetate; palladium diacetate; potassium carbonate; caesium carbonate; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm300310c