methyl 3'-(4-chlorophenyl)-1-ethyl-6'-methylidene-4'-oxo-3',4',5,6-tetrahydro-1H-spiro[pyridine-4,5'-thieno[2,3-d]pyrimidine]-3-carboxylate

Base Information

• Chemical Name: methyl 3'-(4-chlorophenyl)-1-ethyl-6'-methylidene-4'-oxo-3',4',5,6-tetrahydro-1H-spiro[pyridine-4,5'-thieno[2,3-d]pyrimidine]-3-carboxylate
• CAS No.: 1415734-62-1
• Molecular Formula: C₂₁H₂₀ClN₃O₃S
• Molecular Weight: 429.927

Synonyms:

Chemical Property of methyl 3'-(4-chlorophenyl)-1-ethyl-6'-methylidene-4'-oxo-3',4',5,6-tetrahydro-1H-spiro[pyridine-4,5'-thieno[2,3-d]pyrimidine]-3-carboxylate

Chemical Property:

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Useful:

Technology Process of methyl 3'-(4-chlorophenyl)-1-ethyl-6'-methylidene-4'-oxo-3',4',5,6-tetrahydro-1H-spiro[pyridine-4,5'-thieno[2,3-d]pyrimidine]-3-carboxylate

There total 4 articles about methyl 3'-(4-chlorophenyl)-1-ethyl-6'-methylidene-4'-oxo-3',4',5,6-tetrahydro-1H-spiro[pyridine-4,5'-thieno[2,3-d]pyrimidine]-3-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: 62.0%

3-(4-chlorophenyl)-7-ethyl-5,6,7,8-tetrahydropyrido[4',3':4,5]thieno[2,3-d]pyrimidin-4(3H)-one (1383841-28-8) + propynoic acid methyl ester (922-67-8) → methyl 3'-(4-chlorophenyl)-1-ethyl-6'-methylidene-4'-oxo-3',4',5,6-tetrahydro-1H-spiro[pyridine-4,5'-thieno[2,3-d]pyrimidine]-3-carboxylate (1415734-62-1) + methyl 3-(4-chlorophenyl)-7-ethyl-4-oxo-3,4,5,6,7,10-hexahydropyrimido[5',4':4,5]thieno[3,2-d]azocine-9-carboxylate (1415734-85-8)

Guidance literature:

In methanol; for 8h; Reflux;

DOI:10.1007/s11172-012-0052-3

Reference yield: 57.0%

3-(4-chlorophenyl)-7-ethyl-5,6,7,8-tetrahydropyrido[4',3':4,5]thieno[2,3-d]pyrimidin-4(3H)-one (1383841-28-8) + propynoic acid methyl ester (922-67-8) → methyl 3'-(4-chlorophenyl)-1-ethyl-6'-methylidene-4'-oxo-3',4',5,6-tetrahydro-1H-spiro[pyridine-4,5'-thieno[2,3-d]pyrimidine]-3-carboxylate (1415734-62-1)

Guidance literature:

In acetonitrile; for 21h; Reflux;

DOI:10.1007/s11172-012-0052-3

Reference yield:

ethyl 2‐amino‐6‐ethyl‐4,5,6,7‐tetrahydrothieno[2,3‐c]pyridine‐3‐carboxylate (281656-91-5) → methyl 3'-(4-chlorophenyl)-1-ethyl-6'-methylidene-4'-oxo-3',4',5,6-tetrahydro-1H-spiro[pyridine-4,5'-thieno[2,3-d]pyrimidine]-3-carboxylate (1415734-62-1) + methyl 3-(4-chlorophenyl)-7-ethyl-4-oxo-3,4,5,6,7,10-hexahydropyrimido[5',4':4,5]thieno[3,2-d]azocine-9-carboxylate (1415734-85-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: toluene / Reflux

1.2: Reflux

2.1: methanol / 8 h / Reflux

In methanol; toluene; 2.1: |Stevens Rearrangement;

DOI:10.1007/s11172-012-0052-3

upstream raw materials:

ethyl 2‐amino‐6‐ethyl‐4,5,6,7‐tetrahydrothieno[2,3‐c]pyridine‐3‐carboxylate

3-(4-chlorophenyl)-7-ethyl-5,6,7,8-tetrahydropyrido[4',3':4,5]thieno[2,3-d]pyrimidin-4(3H)-one

propynoic acid methyl ester

4-chloro-aniline

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