4-benzyloxy-2-(4-methyl-thiazol-2-yl)-1-(5,6,7,9-tetrahydro-pyrido[3,4-c]azepin-8-yl)-penta-2,4-dien-1-one

Base Information

Chemical Name:4-benzyloxy-2-(4-methyl-thiazol-2-yl)-1-(5,6,7,9-tetrahydro-pyrido[3,4-c]azepin-8-yl)-penta-2,4-dien-1-one
CAS No.:216012-32-7
Molecular Formula:C₂₄H₂₁N₃O₂S
Molecular Weight:415.516
Hs Code.:

Synonyms:4-benzyloxy-2-(4-methyl-thiazol-2-yl)-1-(5,6,7,9-tetrahydro-pyrido[3,4-c]azepin-8-yl)-penta-2,4-dien-1-one

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Chemical Property of 4-benzyloxy-2-(4-methyl-thiazol-2-yl)-1-(5,6,7,9-tetrahydro-pyrido[3,4-c]azepin-8-yl)-penta-2,4-dien-1-one

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Technology Process of 4-benzyloxy-2-(4-methyl-thiazol-2-yl)-1-(5,6,7,9-tetrahydro-pyrido[3,4-c]azepin-8-yl)-penta-2,4-dien-1-one

There total 6 articles about 4-benzyloxy-2-(4-methyl-thiazol-2-yl)-1-(5,6,7,9-tetrahydro-pyrido[3,4-c]azepin-8-yl)-penta-2,4-dien-1-one 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: 50.0%

: 216012-90-7
5-benzyloxy-1-[3-(3-bromo-pyridin-4-yl)-propyl]-3-(4-methyl-thiazol-2-yl)-1H-pyridin-2-one

: 216012-32-7
4-benzyloxy-2-(4-methyl-thiazol-2-yl)-1-(5,6,7,9-tetrahydro-pyrido[3,4-c]azepin-8-yl)-penta-2,4-dien-1-one

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 16h; Heating;
DOI:10.1016/S0040-4039(99)00652-8

Reference yield:

: 173739-73-6
2-(4-methyl-thiazol-2-yl)-acetamide

: 216012-32-7
4-benzyloxy-2-(4-methyl-thiazol-2-yl)-1-(5,6,7,9-tetrahydro-pyrido[3,4-c]azepin-8-yl)-penta-2,4-dien-1-one

Guidance literature:: Multi-step reaction with 3 steps

1: 73 percent / NaH / methanol; dimethylformamide / 70 °C

2: 82 percent / NaH; LiBr / 1,2-dimethoxy-ethane; dimethylformamide / 75 °C

3: 50 percent / AIBN; Bu₃SnH / benzene / 80 °C

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydride; lithium bromide; In methanol; 1,2-dimethoxyethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/j.bmcl.2004.01.057

Reference yield:

: ((Z)-2-Benzyloxy-3,3-diethoxy-propenyl)-dimethyl-amine

: 216012-32-7
4-benzyloxy-2-(4-methyl-thiazol-2-yl)-1-(5,6,7,9-tetrahydro-pyrido[3,4-c]azepin-8-yl)-penta-2,4-dien-1-one

Guidance literature:: Multi-step reaction with 4 steps

1: 43 percent / HCl

2: 73 percent / NaH / methanol; dimethylformamide / 4 h / 70 °C

3: 82 percent / NaH; LiBr / dimethylformamide; 1,2-dimethoxy-ethane / 60 h / 75 °C / NaH addition at 0 deg C; LiBr treatment at RT, 15 min

4: 50 percent / AIBN; Bu₃SnH / benzene / 16 h / Heating

With hydrogenchloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydride; lithium bromide; In methanol; 1,2-dimethoxyethane; N,N-dimethyl-formamide; benzene; 1: Hydrolysis / 2: Cyclization / 3: Alkylation / 4: Cyclization;
DOI:10.1016/S0040-4039(99)00652-8