2-Cyano-3-fluorophenylboronic acid pinacol ester → tert-butyl (1-(4-(8-(2-cyano-3-fluorophenyl)-4-oxo-2-phenyl-4H-pyrano[2,3-c]pyridin-3-yl)phenyl)cyclobutyl)carbamate

HRID 1037421ノート

反応式

HRID 1037421 の反応式
NC1(C2C=CC(C3C(=O)C4C(OC=3C3C=CC=CC=3)=C(C3C=NN(CC(C)C)C=3)N=CC=4)=CC=2)CCC1.Cl[C:39]1[N:40]=[CH:41][CH:42]=[C:43]2[C:48](=[O:49])[C:47]([C:50]3[CH:55]=[CH:54][C:53]([C:56]4([NH:60][C:61](=[O:67])[O:62][C:63]([CH3:66])([CH3:65])[CH3:64])[CH2:59][CH2:58][CH2:57]4)=[CH:52][CH:51]=3)=[C:46]([C:68]3[CH:73]=[CH:72][CH:71]=[CH:70][CH:69]=3)[O:45][C:44]=12.[F:74][C:75]1[CH:82]=[CH:81][CH:80]=[C:79](B2OC(C)(C)C(C)(C)O2)[C:76]=1[C:77]#[N:78]>>[C:77]([C:76]1[C:75]([F:74])=[CH:82][CH:81]=[CH:80][C:79]=1[C:39]1[N:40]=[CH:41][CH:42]=[C:43]2[C:48](=[O:49])[C:47]([C:50]3[CH:55]=[CH:54][C:53]([C:56]4([NH:60][C:61](=[O:67])[O:62][C:63]([CH3:66])([CH3:65])[CH3:64])[CH2:59][CH2:58][CH2:57]4)=[CH:52][CH:51]=3)=[C:46]([C:68]3[CH:69]=[CH:70][CH:71]=[CH:72][CH:73]=3)[O:45][C:44]=12)#[N:78]

参加物

4

反応物 3

HCID 222736032-Cyano-3-fluorophenylboronic acid pinacol esterHCID 670677673-(4-(1-aminocyclobutyl)phenyl)-8-(1-isobutyl-1H-pyrazol-4-yl)-2-phenyl-4H-pyrano[2,3-c]pyridin-4-oneHCID 86671031tert-Butyl 1-(4-(8-chloro-4-oxo-2-phenyl-4H-pyrano[2,3-c]pyridin-3-yl)phenyl)cyclobutylcarbamate

生成物 1

HCID 86671061tert-butyl (1-(4-(8-(2-cyano-3-fluorophenyl)-4-oxo-2-phenyl-4H-pyrano[2,3-c]pyridin-3-yl)phenyl)cyclobutyl)carbamate収率 44%

実験手順

Following the procedure used to prepare 3-(4-(1-aminocyclobutyl)phenyl)-8-(1-isobutyl-1H-pyrazol-4-yl)-2-phenyl-4H-pyrano[2,3-c]pyridin-4-one, tert-butyl 1-(4-(8-chloro-4-oxo-2-phenyl-4H-pyrano[2,3-c]pyridin-3-yl)phenyl)cyclobutylcarbamate was reacted with 2-fluoro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile to give the title compound (40 mg, 44%). LCMS (Method I): RT=7.90 min, [M+H]+=532 (-tBu).

出典と根拠

ORDレコード
ord-626b5a21c2964c5da31dca1c7bf6569e
出典データセット
uspto-grants-2013_10
特許番号
US08546376B2

反応ノート

読み込み中…