(6-{2-[4-(2,4-Dioxo-thiazolidin-5-ylmethyl)-phenoxy]-ethyl}-pyridin-3-yl)-acetonitrile

Base Information

Chemical Name:(6-{2-[4-(2,4-Dioxo-thiazolidin-5-ylmethyl)-phenoxy]-ethyl}-pyridin-3-yl)-acetonitrile
CAS No.:184766-98-1
Molecular Formula:C₁₉H₁₇N₃O₃S
Molecular Weight:367.428
Hs Code.:

Synonyms:(6-{2-[4-(2,4-Dioxo-thiazolidin-5-ylmethyl)-phenoxy]-ethyl}-pyridin-3-yl)-acetonitrile

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Chemical Property of (6-{2-[4-(2,4-Dioxo-thiazolidin-5-ylmethyl)-phenoxy]-ethyl}-pyridin-3-yl)-acetonitrile

Chemical Property:

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Technology Process of (6-{2-[4-(2,4-Dioxo-thiazolidin-5-ylmethyl)-phenoxy]-ethyl}-pyridin-3-yl)-acetonitrile

There total 9 articles about (6-{2-[4-(2,4-Dioxo-thiazolidin-5-ylmethyl)-phenoxy]-ethyl}-pyridin-3-yl)-acetonitrile 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: 56.0%

: [6-(2-{4-[2,4-Dioxo-thiazolidin-(5Z)-ylidenemethyl]-phenoxy}-ethyl)-pyridin-3-yl]-acetonitrile

: 184766-98-1
(6-{2-[4-(2,4-Dioxo-thiazolidin-5-ylmethyl)-phenoxy]-ethyl}-pyridin-3-yl)-acetonitrile

Guidance literature:: With [2,2]bipyridinyl; sodium hydroxide; sodium tetrahydroborate; cobalt(II) chloride; In tetrahydrofuran; N,N-dimethyl-formamide; for 18h; Ambient temperature;
DOI:10.1021/jm9605694

Reference yield:

: 34107-46-5
6-methyl-3-pyridinemethanol

: 184766-98-1
(6-{2-[4-(2,4-Dioxo-thiazolidin-5-ylmethyl)-phenoxy]-ethyl}-pyridin-3-yl)-acetonitrile

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) NaH / 1.) DMF, -10 deg C, 30 min, 2.) DMF, -15 deg C, 30 min

2: 29 percent / H₂O / 5 h / 150 °C

3: 58 percent / diethyl azodicarboxylate, Ph₃P / tetrahydrofuran / 18 h / Ambient temperature

4: 96 percent / 2N aq. HCl / methanol / 2 h / Heating

5: SOCl₂ / CHCl₃ / 1 h / Heating

6: dimethylformamide / 1 h / Ambient temperature

7: 65 percent / piperidine / ethanol / 18 h / Heating

8: 56 percent / NaBH₄, 1.0N aq. NaOH, CoCl₂*6H₂O, 2,2'-dipyridyl / dimethylformamide; tetrahydrofuran / 18 h / Ambient temperature

With piperidine; hydrogenchloride; [2,2]bipyridinyl; sodium hydroxide; sodium tetrahydroborate; thionyl chloride; sodium hydride; triphenylphosphine; cobalt(II) chloride; diethylazodicarboxylate; In tetrahydrofuran; methanol; ethanol; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1021/jm9605694

Reference yield:

: 5470-70-2
Methyl 6-methylnicotinate

: 184766-98-1
(6-{2-[4-(2,4-Dioxo-thiazolidin-5-ylmethyl)-phenoxy]-ethyl}-pyridin-3-yl)-acetonitrile

Guidance literature:: Multi-step reaction with 9 steps

1: 73 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 0 °C

2: 1.) NaH / 1.) DMF, -10 deg C, 30 min, 2.) DMF, -15 deg C, 30 min

3: 29 percent / H₂O / 5 h / 150 °C

4: 58 percent / diethyl azodicarboxylate, Ph₃P / tetrahydrofuran / 18 h / Ambient temperature

5: 96 percent / 2N aq. HCl / methanol / 2 h / Heating

6: SOCl₂ / CHCl₃ / 1 h / Heating

7: dimethylformamide / 1 h / Ambient temperature

8: 65 percent / piperidine / ethanol / 18 h / Heating

9: 56 percent / NaBH₄, 1.0N aq. NaOH, CoCl₂*6H₂O, 2,2'-dipyridyl / dimethylformamide; tetrahydrofuran / 18 h / Ambient temperature

With piperidine; hydrogenchloride; [2,2]bipyridinyl; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; thionyl chloride; sodium hydride; triphenylphosphine; cobalt(II) chloride; diethylazodicarboxylate; In tetrahydrofuran; methanol; ethanol; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1021/jm9605694