methyl 3-[2-[(3-methylphenyl)amino]-4-(4-pyridinyl)-1,3-thiazol-5-yl]propanoate

Base Information

Chemical Name:methyl 3-[2-[(3-methylphenyl)amino]-4-(4-pyridinyl)-1,3-thiazol-5-yl]propanoate
CAS No.:1187668-94-5
Molecular Formula:C₁₉H₁₉N₃O₂S
Molecular Weight:353.445
Hs Code.:

Synonyms:methyl 3-[2-[(3-methylphenyl)amino]-4-(4-pyridinyl)-1,3-thiazol-5-yl]propanoate

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Chemical Property of methyl 3-[2-[(3-methylphenyl)amino]-4-(4-pyridinyl)-1,3-thiazol-5-yl]propanoate

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Technology Process of methyl 3-[2-[(3-methylphenyl)amino]-4-(4-pyridinyl)-1,3-thiazol-5-yl]propanoate

There total 8 articles about methyl 3-[2-[(3-methylphenyl)amino]-4-(4-pyridinyl)-1,3-thiazol-5-yl]propanoate 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: 74.0%

: 1187668-92-3
methyl (2E)-3-[2-[(3-methylphenyl)amino]-4-(4-pyridinyl)-1,3-thiazol-5-yl]-2-propenoate

: 1187668-94-5
methyl 3-[2-[(3-methylphenyl)amino]-4-(4-pyridinyl)-1,3-thiazol-5-yl]propanoate

Guidance literature:: With 1% Pd/C; hydrogen; In ethanol; ethyl acetate; at 20 ℃; for 16h; under 3102.97 Torr;
DOI:10.1021/jm901457w

Reference yield:

: 1122-54-9
methyl (4-pyridyl) ketone

: 1187668-94-5
methyl 3-[2-[(3-methylphenyl)amino]-4-(4-pyridinyl)-1,3-thiazol-5-yl]propanoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: hydrogen bromide; bromine; acetic acid / 0 - 75 °C

2.1: ethanol / 3 h / Heating; Reflux

2.2: 2 h / 20 °C / pH ~ 8

3.1: triethylamine / tetrahydrofuran; water / 1 h / 130 °C

4.1: manganese(IV) oxide / benzene / 2 h / 80 °C

5.1: dichloromethane / 48 h / 20 °C

6.1: hydrogen / palladium on activated charcoal / ethanol; ethyl acetate / 16 h / 20 °C / 3102.97 Torr

With manganese(IV) oxide; hydrogen bromide; hydrogen; bromine; acetic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; benzene; 2.1: Hantzsch thiazole synthesis;

Reference yield:

: 315702-99-9
N-(3-methylphenyl)-4-(4-pyridinyl)-1,3-thiazol-2-amine

: 1187668-94-5
methyl 3-[2-[(3-methylphenyl)amino]-4-(4-pyridinyl)-1,3-thiazol-5-yl]propanoate

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / tetrahydrofuran; water / 1 h / 130 °C

2: manganese(IV) oxide / benzene / 2 h / 80 °C

3: dichloromethane / 48 h / 20 °C

4: hydrogen / palladium on activated charcoal / ethanol; ethyl acetate / 16 h / 20 °C / 3102.97 Torr

With manganese(IV) oxide; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; benzene;