Dabco → 2-Chloro-6-{3-chloro-4-[2-(4-ethyl-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-phenoxy}-nicotinic acid methyl ester

反応式

[Cl:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[CH:9]([CH3:29])[C:10]([C:16]1[CH:17]=[CH:18][C:19]2[O:24][CH2:23][C:22](=[O:25])[N:21]([CH2:26][CH3:27])[C:20]=2[CH:28]=1)([OH:15])[C:11]([F:14])([F:13])[F:12].[CH3:30][O:31][C:32]([C:34]1[C:35]([Cl:41])=[N:36][C:37](Cl)=[CH:38][CH:39]=1)=[O:33].C1N2CCN(CC2)C1>>[CH3:30][O:31][C:32](=[O:33])[C:34]1[CH:39]=[CH:38][C:37]([O:8][C:6]2[CH:5]=[CH:4][C:3]([CH:9]([CH3:29])[C:10]([C:16]3[CH:17]=[CH:18][C:19]4[O:24][CH2:23][C:22](=[O:25])[N:21]([CH2:26][CH3:27])[C:20]=4[CH:28]=3)([OH:15])[C:11]([F:12])([F:13])[F:14])=[C:2]([Cl:1])[CH:7]=2)=[N:36][C:35]=1[Cl:41]

参加物

反応物 3

HCID 9237Dabco

HCID 11106516Methyl 2,6-dichloropyridine-3-carboxylate

HCID 666973516-[2-(2-Chloro-4-hydroxy-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-4-ethyl-4H-benzo[1,4]oxazin-3-one

生成物 1

HCID 866458752-Chloro-6-{3-chloro-4-[2-(4-ethyl-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-phenoxy}-nicotinic acid methyl ester

実験手順

In analogy to Example 62 step 1, 6-[2-(2-chloro-4-hydroxy-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-4-ethyl-4H-benzo[1,4]oxazin-3-one (Example 64, step 5) was reacted with methyl-2,6-dichloro-pyridine-3-carboxylate and DABCO (21 h, r.t.) to give the title compound as a white solid. MS (m/e)=599.3 [M+H+].