Sodium triacetoxyborohydride → 1-(2,6-dichlorophenyl)-3,4-dihydro-5-(4-fluoro-2-methylphenyl)-7-methoxy-2(1H)-quinolinone

HRID 394224ノート

反応式

HRID 394224 の反応式
Cl[C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1C1C=C(O)C=C2C=1CCC(=O)N2C1C(Cl)=CC=CC=1Cl.ClC1C=CC(F)=CC=1[C:37]1[CH:46]=[C:45]([O:47][CH3:48])[CH:44]=[C:43]2[C:38]=1[CH2:39][CH2:40][C:41](=[O:57])[N:42]2[C:49]1[C:54]([Cl:55])=[CH:53][CH:52]=[CH:51][C:50]=1[Cl:56].[BH-](OC(C)=O)(OC(C)=O)O[C:60](C)=O.[Na+]>>[Cl:55][C:54]1[CH:53]=[CH:52][CH:51]=[C:50]([Cl:56])[C:49]=1[N:42]1[C:43]2[C:38](=[C:37]([C:3]3[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=3[CH3:60])[CH:46]=[C:45]([O:47][CH3:48])[CH:44]=2)[CH2:39][CH2:40][C:41]1=[O:57]

参加物

4

反応物 3

HCID 5049666Sodium triacetoxyborohydrideHCID 226480315-(2-chloro-4-fluorophenyl)-1-(2,6-dichlorophenyl)-3,4-dihydro-7-hydroxy-2(1H)-quinolinoneHCID 226480755-(2-Chloro-5-fluorophenyl)-1-(2,6-dichlorophenyl)-3,4-dihydro-7-methoxy-2(1H)-quinolinone2 回

生成物 1

HCID 226479211-(2,6-dichlorophenyl)-3,4-dihydro-5-(4-fluoro-2-methylphenyl)-7-methoxy-2(1H)-quinolinone

実験手順

Compound 9 (COMPOUND DMM-1) was converted to aldehyde 10 via standard Swern reaction. Aldehyde 10 was coupled with amine 11 via NaB(OAc)3H to afford 12. Treatment of 12 with TFA afford 13 (EXAMPLE DMM1). Mass spectrum (ESI) for 13, 573 (M+1).

出典と根拠

ORDレコード
ord-50cd2feabe4940a38b58c25951585f48
出典データセット
uspto-grants-2004_10
特許番号
US06809199B2

反応ノート

読み込み中…