3-(2,6-dichloro-4-trimethylsilyl-3-fluoro-5-pyridinyl)-3-oxopropanoic acid ethyl ester

Base Information

Chemical Name:3-(2,6-dichloro-4-trimethylsilyl-3-fluoro-5-pyridinyl)-3-oxopropanoic acid ethyl ester
CAS No.:143879-84-9
Molecular Formula:C₁₃H₁₆Cl₂FNO₃Si
Molecular Weight:352.265
Hs Code.:

Synonyms:3-(2,6-dichloro-4-trimethylsilyl-3-fluoro-5-pyridinyl)-3-oxopropanoic acid ethyl ester

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Chemical Property of 3-(2,6-dichloro-4-trimethylsilyl-3-fluoro-5-pyridinyl)-3-oxopropanoic acid ethyl ester

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Technology Process of 3-(2,6-dichloro-4-trimethylsilyl-3-fluoro-5-pyridinyl)-3-oxopropanoic acid ethyl ester

There total 1 articles about 3-(2,6-dichloro-4-trimethylsilyl-3-fluoro-5-pyridinyl)-3-oxopropanoic acid ethyl ester 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:

: 82671-06-5
2,6-dichloro-5-fluoro-3-pyridinecarboxylic acid

: 143879-84-9
3-(2,6-dichloro-4-trimethylsilyl-3-fluoro-5-pyridinyl)-3-oxopropanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) LDA / 1.) THF, hexane, -73 deg C, 3 h, 2.) THF, hexane, from -66 deg C, 1 h

2: 19.7 g / oxalyl dichloride, DMF / CH₂Cl₂ / 5 h / 25 °C

3: 1.) BuLi / 1.) THF, hexane, -25 deg C, 30 min, 2.) THF, hexane, -70 deg C, 1.5 h

With n-butyllithium; oxalyl dichloride; N,N-dimethyl-formamide; lithium diisopropyl amide; In dichloromethane;
DOI:10.1002/jhet.5570290453

Reference yield:

: 143879-84-9
3-(2,6-dichloro-4-trimethylsilyl-3-fluoro-5-pyridinyl)-3-oxopropanoic acid ethyl ester

: 7-(N-tert-butyloxycarbonylpiperazin-1-yl)-6-fluoro-5-formyl-1-cyclopropyl-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 30.6 g / acetic anhydride / 120 °C

2: ethanol / 2 h / Ambient temperature

3: 55 percent / NaH / dioxane / 1.5 h / 45 °C

4: 24 percent / POCl₃ / 1,2-dichloro-benzene / 2 h / 90 - 100 °C

5: 58 percent / acetonitrile / 2 h / 40 °C

With acetic anhydride; sodium hydride; trichlorophosphate; In 1,4-dioxane; ethanol; 1,2-dichloro-benzene; acetonitrile;
DOI:10.1002/jhet.5570290453

Reference yield:

: 143879-84-9
3-(2,6-dichloro-4-trimethylsilyl-3-fluoro-5-pyridinyl)-3-oxopropanoic acid ethyl ester

: 7-(N-tert-butyloxycarbonylpiperazin-1-yl)-6-fluoro-5-hydroxymethyl-1-cyclopropyl-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 30.6 g / acetic anhydride / 120 °C

2: ethanol / 2 h / Ambient temperature

3: 55 percent / NaH / dioxane / 1.5 h / 45 °C

4: 24 percent / POCl₃ / 1,2-dichloro-benzene / 2 h / 90 - 100 °C

5: 58 percent / acetonitrile / 2 h / 40 °C

6: 30 percent / NaBH₄ / methanol / 1.5 h / 0 °C

With sodium tetrahydroborate; acetic anhydride; sodium hydride; trichlorophosphate; In 1,4-dioxane; methanol; ethanol; 1,2-dichloro-benzene; acetonitrile;
DOI:10.1002/jhet.5570290453