methyl-5-cyano-5-(6,7,8,9-tetrahydro-5H-cyclohepta[4,5]thieno[2,3-d]pyrimidin-4-yl)-2-oxocyclohexanecarboxylate

Base Information

Chemical Name:methyl-5-cyano-5-(6,7,8,9-tetrahydro-5H-cyclohepta[4,5]thieno[2,3-d]pyrimidin-4-yl)-2-oxocyclohexanecarboxylate
CAS No.:1392208-58-0
Molecular Formula:C₂₀H₂₁N₃O₃S
Molecular Weight:383.471
Hs Code.:

Synonyms:methyl-5-cyano-5-(6,7,8,9-tetrahydro-5H-cyclohepta[4,5]thieno[2,3-d]pyrimidin-4-yl)-2-oxocyclohexanecarboxylate

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Chemical Property of methyl-5-cyano-5-(6,7,8,9-tetrahydro-5H-cyclohepta[4,5]thieno[2,3-d]pyrimidin-4-yl)-2-oxocyclohexanecarboxylate

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Technology Process of methyl-5-cyano-5-(6,7,8,9-tetrahydro-5H-cyclohepta[4,5]thieno[2,3-d]pyrimidin-4-yl)-2-oxocyclohexanecarboxylate

There total 4 articles about methyl-5-cyano-5-(6,7,8,9-tetrahydro-5H-cyclohepta[4,5]thieno[2,3-d]pyrimidin-4-yl)-2-oxocyclohexanecarboxylate 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: 72.0%

: 1392208-50-2
4-cyano-4-(6,7,8,9-tetrahydro-5H-cyclohepta[4,5]-thieno[2,3-d]pyrimidin-4-yl)-heptanedioic acid dimethyl ester

: 1392208-58-0
methyl-5-cyano-5-(6,7,8,9-tetrahydro-5H-cyclohepta[4,5]thieno[2,3-d]pyrimidin-4-yl)-2-oxocyclohexanecarboxylate

Guidance literature:: With sodium hydride; In 1,2-dimethoxyethane; at 0 - 70 ℃; for 2.5h; Inert atmosphere;
DOI:10.1039/c2ob25420d

Reference yield:

: 1392208-38-6
ethyl 2-cyano-2-(6,7,8,9-tetrahydro-5H-cyclohepta[4,5]thieno[2,3-d]pyrimidin-4-yl)acetate

: 1392208-58-0
methyl-5-cyano-5-(6,7,8,9-tetrahydro-5H-cyclohepta[4,5]thieno[2,3-d]pyrimidin-4-yl)-2-oxocyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium chloride / water; dimethyl sulfoxide / 4.5 h / 150 °C / Inert atmosphere

2: N-benzyl-trimethylammonium hydroxide / acetonitrile / 3 h / Reflux; Inert atmosphere

3: sodium hydride / 1,2-dimethoxyethane / 2.5 h / 0 - 70 °C / Inert atmosphere

With N-benzyl-trimethylammonium hydroxide; sodium hydride; sodium chloride; In 1,2-dimethoxyethane; water; dimethyl sulfoxide; acetonitrile; 2: Michael reaction / 3: Dieckmann cyclisation;
DOI:10.1039/c2ob25420d

Reference yield:

: 1392208-44-4
2-(6,7,8,9-tetrahydro-5H-cyclohepta[4,5]thieno-[2,3-d]pyrimidin-4-yl)acetonitrile

: 1392208-58-0
methyl-5-cyano-5-(6,7,8,9-tetrahydro-5H-cyclohepta[4,5]thieno[2,3-d]pyrimidin-4-yl)-2-oxocyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: N-benzyl-trimethylammonium hydroxide / acetonitrile / 3 h / Reflux; Inert atmosphere

2: sodium hydride / 1,2-dimethoxyethane / 2.5 h / 0 - 70 °C / Inert atmosphere

With N-benzyl-trimethylammonium hydroxide; sodium hydride; In 1,2-dimethoxyethane; acetonitrile; 1: Michael reaction / 2: Dieckmann cyclisation;
DOI:10.1039/c2ob25420d