Tributyl(1-fluorovinyl)stannane → 6-Amino-2-(4-chloro-2-fluoro-5-methoxyphenyl)-5-vinylpyrimidine-4-carboxylic acid methyl ester

反応式

[CH3:1][O:2][C:3]([C:5]1[C:10]([C:11](F)=[CH2:12])=[C:9]([NH2:14])[N:8]=[C:7]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[C:17]([O:22][CH3:23])[C:16]=2F)[N:6]=1)=[O:4].C([Sn](CCCC)(CCCC)C([F:32])=C)CCC.ClC1C=CC(B2OC(C)(C)C(C)(C)O2)=C(F)C=1C(F)C>>[CH3:1][O:2][C:3]([C:5]1[C:10]([CH:11]=[CH2:12])=[C:9]([NH2:14])[N:8]=[C:7]([C:15]2[CH:16]=[C:17]([O:22][CH3:23])[C:18]([Cl:21])=[CH:19][C:20]=2[F:32])[N:6]=1)=[O:4]

参加物

反応物 3

HCID 11823857Tributyl(1-fluorovinyl)stannane

HCID 591269062-(4-Chloro-2-fluoro-3-(1-fluoroethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

HCID 594321066-Amino-2-(4-chloro-2-fluoro-3-methoxyphenyl)-5-(1-fluorovinyl)pyrimidine-4-carboxylic acid methyl ester

生成物 1

HCID 594321346-Amino-2-(4-chloro-2-fluoro-5-methoxyphenyl)-5-vinylpyrimidine-4-carboxylic acid methyl ester

実験手順

6-Amino-2-(4-chloro-2-fluoro-3-methoxyphenyl)-5-(1-fluorovinyl) pyrimidine-4-carboxylic acid methyl ester (utilized tributyl-(1-fluorovinyl)stannane prepared according to the procedures found in Bull. Chem. Soc. Jpn. 2002, 75(11), 2497-2502) (Compound 9): 1H NMR (CDCl3) δ 7.67 (dd, 1H), 7.22 (dd, 1H), 5.52 (br s, 2H), 5.23 (dd, 1H), 4.9 (dd, 1H), 3.99 (d, 3H), 3.95 (s, 3H).