2-Chloropropyldimethylamine → 9-fluoro-2-[4-(1-methyl-2-dimethylaminoethoxy)phenyl]-4,4a,5,6-tetrahydrobenzo[h]cinnolin-3(2H)-one
反応式
[F:1][C:2]1[CH:23]=[CH:22][C:5]2[CH2:6][CH2:7][CH:8]3[C:13]([C:4]=2[CH:3]=1)=[N:12][N:11]([C:14]1[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=1)[C:10](=[O:21])[CH2:9]3.[CH3:24][CH:25](Cl)[CH2:26][N:27]([CH3:29])[CH3:28].C([O-])(=O)/C=C/C([O-])=O>>[F:1][C:2]1[CH:23]=[CH:22][C:5]2[CH2:6][CH2:7][CH:8]3[C:13]([C:4]=2[CH:3]=1)=[N:12][N:11]([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH:25]([CH3:24])[CH2:26][N:27]([CH3:29])[CH3:28])=[CH:16][CH:15]=1)[C:10](=[O:21])[CH2:9]3参加物
実験手順
By conducting reactions and treatments in the same manner as in Example 1 using 9-fluoro-2-(4-hydroxyphenyl)-4,4a,5,6-tetrahydrobenzo[h]cinnolin-3(2H)-one and 1-methyl-2-dimethylaminoethyl chloride, there are obtained crude crystals, which are subjected to silica gel column chromatography. The crystals obtained from fractions at earlier stage are converted into fumarate, followed by recrystallization from ethanol to give 9-fluoro-2-[4-(1-methyl-2-dimethylaminoethoxy)phenyl]-4,4a,5,6-tetrahydrobenzo[h]cinnolin-3(2H)-one.fumarate.1/2 hydrate [referred to as compound of Example 11a], m.p. 176°-179° C. (decomposition). The crystals obtained from fractions at later stage are converted into fumarate, which is recrystallized from water to give 9-fluoro-2-[4-(2-dimethylaminopropoxy)phenyl]-4,4a,5,6-tetrahydrobenzo[h]cinnolin-3(2H)-one.fumarate [referred to as compound of Example 11b], m.p. 194°-195° C.
後処理
- customare obtained crude crystals, which
- customThe crystals obtained from fractions at earlier stage
- customfollowed by recrystallization from ethanol
出典と根拠
- ORDレコード
- ord-3b85e6b27d6e4970a3ab7bbf0a39b3f1
- 出典データセット
- uspto-grants-1991_09
- 特許番号
- US05045541
反応ノート
読み込み中…