ethyl 6-{4-[allyl(benzylsulfonyl)carbamoyl]piperidin-1-yl}-5-cyano-2-(2,2-difluoroethoxy)nicotinate

Base Information

• Chemical Name: ethyl 6-{4-[allyl(benzylsulfonyl)carbamoyl]piperidin-1-yl}-5-cyano-2-(2,2-difluoroethoxy)nicotinate
• CAS No.: 1001026-31-8
• Molecular Formula: C₂₇H₃₀F₂N₄O₆S
• Molecular Weight: 576.621

Synonyms:ethyl 6-{4-[allyl(benzylsulfonyl)carbamoyl]piperidin-1-yl}-5-cyano-2-(2,2-difluoroethoxy)nicotinate

Chemical Property of ethyl 6-{4-[allyl(benzylsulfonyl)carbamoyl]piperidin-1-yl}-5-cyano-2-(2,2-difluoroethoxy)nicotinate

Chemical Property:

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Technology Process of ethyl 6-{4-[allyl(benzylsulfonyl)carbamoyl]piperidin-1-yl}-5-cyano-2-(2,2-difluoroethoxy)nicotinate

There total 4 articles about ethyl 6-{4-[allyl(benzylsulfonyl)carbamoyl]piperidin-1-yl}-5-cyano-2-(2,2-difluoroethoxy)nicotinate 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: 16.4%

2-(3-chloropyridin-2-yl)-5-hydroxypyrazole-3-carboxylic acid ethyl ester (500011-95-0) + 1,1-difluoro-2-iodoethane (598-39-0) → ethyl 6-{4-[allyl(benzylsulfonyl)carbamoyl]piperidin-1-yl}-5-cyano-2-(2,2-difluoroethoxy)nicotinate (1001026-31-8) + di-tert-butyl 2-(2,2-bisfluoroethyl)-2-ethylmalonate

Guidance literature:

ethyl 4,4-difluoro-3-oxobutyrate; With hydrazine hydrate; In ethanol; at 0 - 80 ℃;

N,N-dimethyl-formamide; With trichlorophosphate; at 0 - 110 ℃;

1,1-difluoro-2-iodoethane; With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 24h;

Reference yield:

2-(3-chloropyridin-2-yl)-5-hydroxypyrazole-3-carboxylic acid ethyl ester (500011-95-0) + 1,1-difluoro-2-iodoethane (598-39-0) + 2-chloro-5-hydroxy-benzoic acid methyl ester (247092-10-0) + 3-(4-(2,4-difluorophenoxy)piperidin-1-yl)-N-isopropyl-5,6,7,8-tetrahydropyrido[3,4-b]pyrazin-2-amine trifluoroacetic acid salt + trifluoroacetic acid (76-05-1) → ethyl 6-{4-[allyl(benzylsulfonyl)carbamoyl]piperidin-1-yl}-5-cyano-2-(2,2-difluoroethoxy)nicotinate (1001026-31-8) + di-tert-butyl 2-(2,2-bisfluoroethyl)-2-ethylmalonate + ethyl 1-(3-chloropyridin-2-yl)-3-(2,2-difluoroethoxy)-1H-pyrazole-5-carboxylate + 6-(2,2-difluoroethyl)-3-(4-(2,4-difluorophenoxy)piperidin-1-yl)-N-isopropyl-5,6,7,8-tetrahydropyrido[3,4-b]pyrazin-2-amine trifluoroacetic acid salt

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 - 70 ℃;

Reference yield:

2-(3-chloropyridin-2-yl)-5-hydroxypyrazole-3-carboxylic acid ethyl ester (500011-95-0) + 1,1-difluoro-2-iodoethane (598-39-0) + 2-chloro-5-hydroxy-benzoic acid methyl ester (247092-10-0) + 3-(4-(2,4-difluorophenoxy)piperidin-1-yl)-N-isopropyl-5,6,7,8-tetrahydropyrido[3,4-b]pyrazin-2-amine trifluoroacetic acid salt + trifluoroacetic acid (76-05-1) → ethyl 6-{4-[allyl(benzylsulfonyl)carbamoyl]piperidin-1-yl}-5-cyano-2-(2,2-difluoroethoxy)nicotinate (1001026-31-8) + di-tert-butyl 2-(2,2-bisfluoroethyl)-2-ethylmalonate + ethyl 1-(3-chloropyridin-2-yl)-3-(2,2-difluoroethoxy)-1H-pyrazole-5-carboxylate + 6-(2,2-difluoroethyl)-3-(4-(2,4-difluorophenoxy)piperidin-1-yl)-N-isopropyl-5,6,7,8-tetrahydropyrido[3,4-b]pyrazin-2-amine trifluoroacetic acid salt + methyl 2-chloro-5-(2,2-difluoroethoxy)benzoate (1422205-91-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 - 70 ℃;

upstream raw materials:

1,1-difluoro-2-iodoethane

2-(3-chloropyridin-2-yl)-5-hydroxypyrazole-3-carboxylic acid ethyl ester

2-chloro-5-hydroxy-benzoic acid methyl ester

trifluoroacetic acid

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