ࡱ> Z\Yy bjbjEE N,'' c!!!5558m\5Lt:---`#`#`#LLLLLLLYNPL!`#\#`#`#`#L--/L%%%`#8-!-L%`#L%%xG K-zH5 %4K^tLL0LK^Q %QKQ!K`#`#%`#`#`#`#`#LL%.`#`#`#L`#`#`#`#Q`#`#`#`#`#`#`#`#`# : Molecules 2007, 12, 2160 molecules ISSN 1420-3049 2007 by MDPI HYPERLINK "http://www.mdpi.org/molecules"www.mdpi.org/molecules Editorial Note Withdrawn Paper: Li, M. D.; Zheng, Y. G.; Ji, M. Synthesis of Gefitinib from Methyl 3-Hydroxy-4-methoxybenzoate. Molecules 2007, 12, 673-678 Received: 8 September 2007 / Published: 10 September 2007 It has been brought to our attention by an alert medicinal chemist from the P. R. China that Scheme 3 and the Experimental section of this paper [1] had been copied from an earlier paper by Gong et al. [2], published in Chinese [3]. In addition, the m.p. of 119-120C given for the final product Gefitinib (7) was also copied from an earlier publication [4], and later shown to be wrong [5]. The first listed author has subsequently provided us with another different melting point for Gefitinib (212-214C) and informed us that the correct melting points for the intermediates methyl 5-(3-chloropropoxy)-4-methoxy-2-nitrobenzoate (18) and 6-(3-chloropropoxy)-4-chloro-7-methoxy-quinazoline (21) should be revised to 79-81C and 128-130C, respectively. In light of these serious factual errors and the apparent plagiarism, the Editorial Team and the Publisher have determined that the paper should be declared Withdrawn. We apologize to our readership for any inconvenience this may cause. Dr. Derek J. McPhee, Editor-in-Chief, Molecules Dr. Shu Kun Lin, Publisher, MDPI References and Notes 1. Li, M. D.; Zheng, Y. G.; Ji, M. Synthesis of Gefitinib from Methyl 3-Hydroxy-4-methoxy-benzoate. Molecules 2007, 12, 673-678. 2. Dr. Ping Gong, School of Pharmaceutical Engineering, Shenyang Pharmaceutical University, 103 Wenhua Road, Shenhe District, 110016 Shenyang, Liaoning, P. R. China; Fax: (+86) 24-23986426/23882925, Phone: (+86) 24-23986426, E-mail: gongpinggp@126.com. 3. Yuan, L.; Hao, J.-H.; Zhang, Y.; Wang, Y.-Y.; Wang, H.; Chen.; J.-Y.; Gong, P. Synthesis of 4-(3-chloro-4-fluorophenylamino)-7-methoxy-6-[3-(4-morpholinyl)propoxy]quinazoline (ZD1839). Chin. J. Med. Chem. 2005, 15, 39-41. 4. Gibson, K.H. Quinazoline derivatives. WO9633980, 1996; p. 24. 5. Recently a melting point of 194-198 C was reported for Gefitinib; Gilday, J. P.; David, M. Process for the preparation of 4-(3-chloro-4-fluoroanilino)-7-methoxy-6-(3-morpholino-propoxy)quinazoline. WO2004024703, 2006; p. 12. 2007 by MDPI (http://www.mdpi.org). Reproduction is permitted for noncommercial purposes.     PAGE 2 Molecules 2007, 12 PAGE 10 PAGE 2  #2ABklm    ̿̏|uququ|q|uquq|q|m|e|e|hh9.6hhY$ hhY$ hh9.hiEhRCJ]aJhiEh9.CJ]aJhR0J&>*B*phjhRB*UphhRB*phjhRB*UphhR hR5hRB* mH phsH h ]mH sH hR5\]mH sH hR6mH sH '#2! [ \ ? @ p '$G.gd;"$a$gd;"gdY$gd&g)$dT`a$gd,i )$dTa$gd9.gd;"xgdb$da$ !3$5$7$8$ ! + < H I Z [ \      $ ( ) * + , иЬĝsass"hY$hY$6CJOJQJ]aJh@hY$CJOJQJaJh@hiECJOJQJaJh&gCJOJQJaJh@h9.CJOJQJaJh;"CJOJQJaJh9.CJOJQJaJhY$CJOJQJaJh9.h9.CJOJQJaJh9.CJOJQJhiEh h9.hR hhR$, @ A B E U V ^ a b e r v | ʾʣʾʾֲʾֲxl]]xֲh@h&gCJOJQJaJh&gCJOJQJaJh,iCJOJQJaJhhhh5CJOJQJaJh@hhCJOJQJaJh@hY$CJOJQJaJh;"CJOJQJaJhhCJOJQJaJhY$CJOJQJaJhiECJOJQJaJh@h9.CJOJQJaJh@hPlCJOJQJaJ$ 0 = B E M V W \ m q ʾvhSASAS"h;"CJOJQJ^JaJmH sH (h$h$CJOJQJ^JaJmH sH h;"CJOJQJ^JaJh@h$CJOJQJaJh$CJOJQJaJh6h$CJOJQJaJh6hY$CJOJQJaJh6hiECJOJQJaJh;"CJOJQJaJh&gCJOJQJaJh@h@CJOJQJaJh@hY$CJOJQJaJhY$CJOJQJaJq y          ޽zbzP=zbzP%h,iCJOJQJ]^JaJmH sH "h;"CJOJQJ^JaJmH sH .h$h;"5CJOJQJ\^JaJmH sH (h$h;"CJOJQJ^JaJmH sH .h$h;"6CJOJQJ]^JaJmH sH +h$h;"CJOJQJ]^JaJmH sH %h;"CJOJQJ]^JaJmH sH h;"CJOJQJ^JaJ h$hiECJOJQJ^JaJ h$h$CJOJQJ^JaJ ) 1 N W Z   - = > ? S U f o  ˿vlvavlva]YhRh9.h9.6CJOJQJh&gCJOJQJh9.CJOJQJhB"DCJOJQJaJh&gCJOJQJaJh9.h9.CJOJQJaJh;"CJOJQJaJh,=CJOJQJaJhY$CJOJQJaJ"h;"CJOJQJ^JaJmH sH (h$h$CJOJQJ^JaJmH sH h,iCJOJQJ^JaJ &*9"'_dzvg[gD-h9.hPlB*PJaJmH nH phsH tH h;"mH nH sH tH hPlhPlmH nH sH tH hPlh9.mH nH sH tH -h6hY$B*PJaJmH nH phsH tH -h hY$B*PJaJmH nH phsH tH 'hY$B*PJaJmH nH phsH tH h&gmH nH sH tH hiEh&g5h9.h&g56hiEh&g6h&ghPlhRmH nH sH tH 맑w]I=h&gmH nH sH tH 'hY$B*PJaJmH nH phsH tH 3hY$hPl6B*PJ]aJmH nH phsH tH 3hY$hPl5B*PJ\aJmH nH phsH tH *hY$6B*PJaJmH nH phsH tH 0hPlhPl6B*PJaJmH nH phsH tH 'h&gB*PJaJmH nH phsH tH -h9.hPlB*PJaJmH nH phsH tH 'hPlB*PJaJmH nH phsH tH .79=?@EFGHJRSTfijmqs}~źpjp]j]jWNEhY$hY$aJh&ghiEaJ hY$aJh@hiEaJmH sH  hiEaJ h&ghiEaJmH nH sH tH h;"aJmH nH sH tH h&gmH nH sH tH h&ghCSmHnH sHtH h&gmHsHh;"mHsHh&gh&gmHsHhY$mHsHh&ghCS5mHsHh&ghCSmHsHh&ghCS6mHsHhCShCSmH nH sH tH ~!%'*,-.34{tlhlhlhlh^Y^ hV5jhV5UhzDjhzDU h&ghRhRnHtHhRnH tH hCShCSmHnH sHtH h6\mHsHh;"\mHsHhY$\mHsHhCShCS5mHsHhCShCSmHsHhCShCS6]mHsHhY$h6hCSh;"h@hY$aJmH sH h&ghY$aJ.h]h&`#$$a$&`#$d#gdY$żųͯͫ h&ghRhRhzDh,imHnHuhVmHnHujhVUhVhV5\]mH sH hV6mH sH  hV5jhV5Uh,i5mHnHuL 0 000Pp&P :p . A!"#$%S7 DppDyK yK <http://www.mdpi.org/moleculesb+ 666666666vvvvvvvvv666666>6666666666666666666666666666666666666666666666666hH666666666666666666666666666666666666666666666666666666666666666662 0@P`p2( 0@P`p 0@P`p 0@P`p 0@P`p 0@P`p 0@P`p8XV~PJ_HmH nHsH tHV`V Normal$dTa$!B*CJPJ_HmH phsH tHHH  Heading 1,x @&5>*OJQJBB  Heading 2 x@& 5OJQJ>>  Heading 3 b@&^b5dd  Heading 4%$$ud@&^`u5B*CJOJQJ>>  Heading 5 @&^5>>  Heading 6 @&^>*>>  Heading 7 @&^6>>  Heading 8 @&^6> >  Heading 9 @&^6DA`D Default Paragraph FontViV 0 Table Normal :V 44 la (k ( 0No List 00 M_HeaderPJBOB M_Titel$da$5CJ$DOD M_Heading1  5OJQJ8"8 M_Text `OJQJDO2D M_Heading2  6OJQJ@B@ M_Heading3 OJQJ4R4 M_Acknow `:Ob: M_Refer:^`:DrD M_Caption$`a$LL M_Figure$d`a$OJQJ:: M_table $ B*LL M_abstract]^OJQJHOH M_address$`a$OJQJLL M_author $a$5OJQJmHsHu4O4 M_received6DD M_line2&d`OJQJ<q< M_Tablecaption66 M_line1 OJQJJOJ M_Logo!$d`a$ 56CJ@2"2 M_ISSN "$a$HO2H M_Copyright#$ p#a$B'AB Comment ReferenceCJaJ8R8  Comment Text%CJ6U@a6  Hyperlink >*B*ph4r4 Header ' !4 4 Footer ( !e@ *9.HTML PreformattedC)$ 2( Px 4 #\'*.25@9da$)B*CJOJPJQJ^JmH phsH tH `` )9.HTML Preformatted CharOJPJQJ^JmH sH tH PK![Content_Types].xmlj0Eжr(΢Iw},-j4 wP-t#bΙ{UTU^hd}㨫)*1P' ^W0)T9<l#$yi};~@(Hu* Dנz/0ǰ $ X3aZ,D0j~3߶b~i>3\`?/[G\!-Rk.sԻ..a濭?PK!֧6 _rels/.relsj0 }Q%v/C/}(h"O = C?hv=Ʌ%[xp{۵_Pѣ<1H0ORBdJE4b$q_6LR7`0̞O,En7Lib/SeеPK!kytheme/theme/themeManager.xml M @}w7c(EbˮCAǠҟ7՛K Y, e.|,H,lxɴIsQ}#Ր ֵ+!,^$j=GW)E+& 8PK!Ptheme/theme/theme1.xmlYOo6w toc'vuر-MniP@I}úama[إ4:lЯGRX^6؊>$ !)O^rC$y@/yH*񄴽)޵߻UDb`}"qۋJחX^)I`nEp)liV[]1M<OP6r=zgbIguSebORD۫qu gZo~ٺlAplxpT0+[}`jzAV2Fi@qv֬5\|ʜ̭NleXdsjcs7f W+Ն7`g ȘJj|h(KD- dXiJ؇(x$( :;˹! I_TS 1?E??ZBΪmU/?~xY'y5g&΋/ɋ>GMGeD3Vq%'#q$8K)fw9:ĵ x}rxwr:\TZaG*y8IjbRc|XŻǿI u3KGnD1NIBs RuK>V.EL+M2#'fi ~V vl{u8zH *:(W☕ ~JTe\O*tHGHY}KNP*ݾ˦TѼ9/#A7qZ$*c?qUnwN%Oi4 =3ڗP 1Pm \\9Mؓ2aD];Yt\[x]}Wr|]g- eW )6-rCSj id DЇAΜIqbJ#x꺃 6k#ASh&ʌt(Q%p%m&]caSl=X\P1Mh9MVdDAaVB[݈fJíP|8 քAV^f Hn- "d>znNJ ة>b&2vKyϼD:,AGm\nziÙ.uχYC6OMf3or$5NHT[XF64T,ќM0E)`#5XY`פ;%1U٥m;R>QD DcpU'&LE/pm%]8firS4d 7y\`JnίI R3U~7+׸#m qBiDi*L69mY&iHE=(K&N!V.KeLDĕ{D vEꦚdeNƟe(MN9ߜR6&3(a/DUz<{ˊYȳV)9Z[4^n5!J?Q3eBoCM m<.vpIYfZY_p[=al-Y}Nc͙ŋ4vfavl'SA8|*u{-ߟ0%M07%<ҍPK! ѐ'theme/theme/_rels/themeManager.xml.relsM 0wooӺ&݈Э5 6?$Q ,.aic21h:qm@RN;d`o7gK(M&$R(.1r'JЊT8V"AȻHu}|$b{P8g/]QAsم(#L[PK-![Content_Types].xmlPK-!֧6 +_rels/.relsPK-!kytheme/theme/themeManager.xmlPK-!Ptheme/theme/theme1.xmlPK-! ѐ' theme/theme/_rels/themeManager.xml.relsPK]   , GUbbbe , q  ~ . Al XT GNQU\^e!!!"#L2$qqi^c2$I0qhE0x2$So.0{ލA2$y}ZR]nN2$FyPs 2$߷CN_ @"0(  B S  ? "VYBKtw14 .79=@ACE    ! % ' ( * , #!Zp HIWZ ,|&Lv$|kvt f_# g >n֔5  } F U U&#wuq5F U#Pii%Ef9J&6S(g++5cC/'M0P !4t ~4>7 r= H OJ J h'otRDXZ)Le`+BNd jd>n֔?YLei%%f FfLh4hf;6k &l N1mm %;nf"c{pR$T9sg7wV :y캶J}沼6F ^`OJQJo( hh^h`OJQJo(hh^h`o(.hh^h`.@hh^h`.hh^h`o(.hh^h`.>^`>o(.hh^h`.mb^`bo(.hh^h`o(-hh^h`o(.hh^h`56.<^`?@ABCDEFGHJKLMNOPRSTUVWX[Root Entry F /2H]Data 1TableRWordDocumentN,SummaryInformation(IDocumentSummaryInformation8QCompObjy  F'Microsoft Office Word 97-2003 Document MSWordDocWord.Document.89q