tert-Butyl 4-cyano-5,6-dihydropyridine-1(2H)-carboxylate

Base Information

• Chemical Name: tert-Butyl 4-cyano-5,6-dihydropyridine-1(2H)-carboxylate
• CAS No.: 873551-20-3
• Molecular Formula: C11H16N2O2
• Molecular Weight: 208.26
• Hs Code.: 2933399090
• Mol file: 873551-20-3.mol

Synonyms:tert-Butyl 4-cyano-5,6-dihydropyridine-1(2H)-carboxylate;tert-butyl 4-cyano-1,2,3,6-tetrahydropyridine-1-carboxylate;tert-butyl 4-cyano-3,6-dihydropyridine-1(2H)-carboxylate;

Chemical Property of tert-Butyl 4-cyano-5,6-dihydropyridine-1(2H)-carboxylate

Chemical Property:

• PSA: 53.33000
• LogP: 2.01508
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl4-cyano-5,6-dihydropyridine-1(2H)-carboxylate 97% ^*data from reagent suppliers

Safty Information:

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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-Butyl 4-cyano-5,6-dihydropyridine-1(2H)-carboxylate

There total 5 articles about tert-Butyl 4-cyano-5,6-dihydropyridine-1(2H)-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: 69.0%

N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid (84358-13-4,174286-31-8) → tert-butyl 4-cyano-3,6-dihydropyridine-1(2H)-carboxylate (873551-20-3)

Guidance literature:

N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid; With n-butyllithium; 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

With zinc(II) chloride; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere; Schlenk technique;

With bis(η3-allyl-μ-chloropalladium(II)); Allyl acetate; In tetrahydrofuran; at 40 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.5b02243

Reference yield:

zinc(II) cyanide (557-21-1) + 4-Trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (138647-49-1) → tert-butyl 4-cyano-3,6-dihydropyridine-1(2H)-carboxylate (873551-20-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dimethyl sulfoxide; at 100 ℃; for 2h;

Reference yield:

C12H20N2O5S → tert-butyl 4-cyano-3,6-dihydropyridine-1(2H)-carboxylate (873551-20-3)

Guidance literature:

With pyridine; Heating / reflux;

upstream raw materials:

zinc(II) cyanide

4-Trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

N-tert-butyloxycarbonylpiperidin-4-one

N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid

Downstream raw materials:

1-[4-[4-[5-(2,6-difluorophenyl)-4,5-dihydroisoxazol-3-yl]thiazol-2-yl]-3-methylsulfanyl-1-piperidyl]-2-[5-methyl-3-(trifluoromethyl)pyrazol-1-yl]ethanone

2-[3,5-bis(difluoromethyl)pyrazol-1-yl]-1-[4-[4-[5-(2,6-difluorophenyl)-4,5-dihydroisoxazol-3-yl]thiazol-2-yl]-3-methylsulfanyl-1-piperidyl]ethanone

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