4-[(2-fluoro-4-methylphenyl)amino]-6-{4-[(2R)-2-hydroxypropanoyl]piperazin-1-yl}-7-methoxycinnoline-3-carboxamide

Base Information

Chemical Name:4-[(2-fluoro-4-methylphenyl)amino]-6-{4-[(2R)-2-hydroxypropanoyl]piperazin-1-yl}-7-methoxycinnoline-3-carboxamide
CAS No.:1041852-97-4
Molecular Formula:C₂₄H₂₇FN₆O₄
Molecular Weight:482.515
Hs Code.:

Synonyms:4-[(2-fluoro-4-methylphenyl)amino]-6-{4-[(2R)-2-hydroxypropanoyl]piperazin-1-yl}-7-methoxycinnoline-3-carboxamide

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Chemical Property of 4-[(2-fluoro-4-methylphenyl)amino]-6-{4-[(2R)-2-hydroxypropanoyl]piperazin-1-yl}-7-methoxycinnoline-3-carboxamide

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Technology Process of 4-[(2-fluoro-4-methylphenyl)amino]-6-{4-[(2R)-2-hydroxypropanoyl]piperazin-1-yl}-7-methoxycinnoline-3-carboxamide

There total 3 articles about 4-[(2-fluoro-4-methylphenyl)amino]-6-{4-[(2R)-2-hydroxypropanoyl]piperazin-1-yl}-7-methoxycinnoline-3-carboxamide 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: 37.0%

: 10326-41-7,106989-11-1,26811-96-1,31587-11-8,26100-51-6
D-Lactic acid

: 1041852-94-1
4-(2-fluoro-4-methylphenylamino)-7-methoxy-6-(piperazin-1-yl)cinnoline-3-carboxamide

: 1041852-97-4
4-[(2-fluoro-4-methylphenyl)amino]-6-{4-[(2R)-2-hydroxypropanoyl]piperazin-1-yl}-7-methoxycinnoline-3-carboxamide

Guidance literature:: With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; for 3h;

Reference yield:

: 1041853-42-2
6-bromo-4-[(2-fluoro-4-methylphenyl)amino]-7-methoxycinnoline-3-carbonitrile

: 1041852-97-4
4-[(2-fluoro-4-methylphenyl)amino]-6-{4-[(2R)-2-hydroxypropanoyl]piperazin-1-yl}-7-methoxycinnoline-3-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; palladium diacetate; sodium t-butanolate / N,N-dimethyl acetamide / Reflux

2: potassium hydroxide / tert-butyl alcohol / Reflux

3: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / water; methanol

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; potassium hydroxide; sodium t-butanolate; In methanol; N,N-dimethyl acetamide; water; tert-butyl alcohol; 1: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.bmcl.2013.06.031

Reference yield:

: 1041853-91-1
4-(2-fluoro-4-methylphenylamino)-7-methioxy-6-(piperazin-1-yl)cinnoline-3-carbonitrile

: 1041852-97-4
4-[(2-fluoro-4-methylphenyl)amino]-6-{4-[(2R)-2-hydroxypropanoyl]piperazin-1-yl}-7-methoxycinnoline-3-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: potassium hydroxide / tert-butyl alcohol / Reflux

2: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / water; methanol

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; potassium hydroxide; In methanol; water; tert-butyl alcohol;
DOI:10.1016/j.bmcl.2013.06.031