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5-氨基-4-氰基-1-叔丁基吡唑 5-Amino-1-(Tert-Butyl)-1H-Pyrazole-4-Carbonitrile 158001-28-6叔丁基肼,(2E)-3-(二甲基氨基)-2-甲酰基丙烯腈置于盐酸体系中,用 乙醇 用作溶剂,化学反应 1.5H,以68%的收率获得1-叔丁基-1H-吡唑-4-甲腈
参考文献:Cyanoacetaldehyde New Synthetic Applications Of An Old Compound Syntheses With Nitriles,Xci
标题:Cyanoacetaldehyde New Synthetic Applications Of An Old Compound Syntheses With Nitriles,Xci
摘要:Various Reactions Of Cyanoacetaldehyde (1),Freshly Prepared By Ozonization Of (E)-1,4-Dicyano-2-Butene Or Allylcyanide,Are Described. Thus,Conversion Of 1 With Anilines Gave Beta-Phenylaminoacrylonitriles 2A-E. Reaction Of 1 With Hydrazines Led To The Corresponding Hydrazones 3A-E,Which Could Be Cyclized Under Alkaline Conditions To 5-Aminopyrazoles 4A-D. An Aldol-Type Condensation Product 5A Could Be Obtained By Reaction Of 1 With Sodiumphenoxide. Treatment Of 1 With Dimethylformamide-Dimethylacetal Led To The Formation Of (E)-3-Dimethylamino-2-Formylpropenenitrile (6),A Very Useful Synthon In Synthetic Chemistry. For The Determination Of The Structure Of 6 The Method Of Steady State Differential Noes Was Used. Reaction Of 6 With Hydrazines Gave 1-Substituted-4-Cyanopyrazoles 7A-K.
Doi:10.1007/bf00808679
专利信息
专利号:US-2016073631-A1
优先权日:2013-03-04
标 题 :Process for the preparation of dihydropyrrole derivatives
发明人:EL QACEMI MYRIEM; SMITS HELMARS; CASSAYRE JEROME YVES; MULHOLLAND NICHOLAS PHILLIP; RENOLD PETER; GODINEAU EDOUARD; PITTERNA THOMAS
权利人:SYNGENTA PARTICIPATIONS AG; SYNGENTA LTD
摘要:The present invention provides stereoselective processes for the preparation of compounds of formula (I) n n n n n n n n n n n n wherein n P is phenyl, naphthyl, a 6-membered heteroaryl group containing one or two nitrogen atoms as ring members, or a 10-membered bicyclic heteroaryl group containing one or two nitrogen atoms as ring members, and wherein the phenyl, naphthyl and heteroaryl groups are optionally substituted; n R 1 is chlorodifluoromethyl or trifluoromethyl; n R 2 is optionally substituted aryl or optionally substituted heteroaryl; n n is 0 or 1; n including the process comprising n (a-i) reacting a compound of formula II n n n n n n n n n n n n n n n n wherein P, R 1 and R 2 are as defined for the compound of formula I; n with nitromethane in the presence a chiral catalyst to give a compound of formula III n n n n n n n n n n n n n n n n wherein P, R 1 and R 2 are as defined for the compound of formula I; and n (a-ii) reductively cyclising the compound of formula III to give the compound of formula I. n n n n n The invention also provides intermediates useful for processes for the synthesis of compounds of formula (I).
专利号:US-9233920-B2
优先权日:2010-06-11
标题 :Process for the preparation of dihydropyrrole derivatives
发明人:EL QACEMI MYRIEM; SMITS HELMARS; CASSAYRE JEROME YVES; MULHOLLAND NICHOLAS PHILLIP; RENOLD PETER; GODINEAU EDOUARD; PITTERNA THOMAS
权利人:EL QACEMI MYRIEM; SMITS HELMARS; CASSAYRE JEROME YVES; MULHOLLAND NICHOLAS PHILLIP; RENOLD PETER; GODINEAU EDOUARD; PITTERNA THOMAS; SYNGENTA PARTICIPATIONS AG; SYNGENTA LTD
摘要:The present invention provides stereoselective processes for the preparation of compounds of formula (I) wherein P is phenyl, naphthyl, a 6-membered heteroaryl group containing one or two nitrogen atoms as ring members, or a 10-membered bicyclic heteroaryl group containing one or two nitrogen atoms as ring members, and wherein the phenyl, naphthyl and heteroaryl groups are optionally substituted; R 1 is chlorodifluoromethyl or trifluoromethyl; R 2 is optionally substituted aryl or optionally substituted heteroaryl; n is 0 or 1; including the process comprising (a-i) reacting a compound of formula II wherein P, R 1 and R 2 are as defined for the compound of formula I; with nitromethane in the presence a chiral catalyst to give a compound of formula III Wherein P, R 1 and R 2 are as defined for the compound of formula I; and (a-ii) reductively cyclizing the compound of formula III to give the compound of formula I. The invention also provides intermediates useful for processes for the synthesis of compounds of formula (I).