Invention Grant
US08742125B2 Process for the preparation of 2-trifluoromethyl-5-(1-substituted)alkylpyridines
有权
2-三氟甲基-5-(1-取代)烷基吡啶的制备方法
- Patent Title: Process for the preparation of 2-trifluoromethyl-5-(1-substituted)alkylpyridines
- Patent Title (中): 2-三氟甲基-5-(1-取代)烷基吡啶的制备方法
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Application No.: US13303182Application Date: 2011-11-23
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Publication No.: US08742125B2Publication Date: 2014-06-03
- Inventor: Gary Alan Roth , Douglas C. Bland , James R. McConnell
- Applicant: Gary Alan Roth , Douglas C. Bland , James R. McConnell
- Applicant Address: US IN Indianapolis
- Assignee: Dow AgroSciences, LLC.
- Current Assignee: Dow AgroSciences, LLC.
- Current Assignee Address: US IN Indianapolis
- Agent Carl D. Corvin
- Main IPC: C07D213/00
- IPC: C07D213/00

Abstract:
2-Trifluoromethyl-5-(1-substituted)alkylpyridines of formula (I) wherein R1 and R2 independently represent H, C1-C4 alkyl, or either of R1 or R2 taken together with R3 represent a 4- to 6-membered saturated ring, or R1 taken together with R2 represents a 3- to 6-membered saturated ring optionally substituted with an O or a N atom, R3 represents C1-C4 alkyl or R3 taken together with either of R1 or R2 represent a 4- to 6-membered saturated ring, and X represents CH2, O or S, are produced efficiently and in high yield from an 4-alkoxy-1,1,1-trifluorobut-3-en-2-one (II) wherein R represents a C1-C4 alkyl by condensation with an enamine (III) wherein R1, R2, R3 and X are as previously defined, and R4 and R5 independently represent C1-C8 alkyl, C2-C8 alkenyl, C1-C8 arylalkyl, C1-C8 haloalkyl, C1-C8 alkoxyalkyl, C1-C8 alkylaminoalkyl, aryl or heteroaryl or R4 and R5 taken together with N represent a 5- or 6-membered saturated or unsaturated ring, to provide an intermediate of the formula (IV) wherein R1, R2, R3, R4, R5 and X are as previously defined followed by cyclization in the presence of ammonia or a reagent capable of generating ammonia. Both reactions are performed in the same nonpolar solvent without isolation and purification of intermediates.
Public/Granted literature
- US20120142933A1 PROCESS FOR THE PREPARATION OF 2-TRIFLUOROMETHYL-5-(1-SUBSTITUTED)ALKYLPYRIDINES Public/Granted day:2012-06-07
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