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

HRID 394224노트

반응식

HRID 394224 반응식
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]

참가 물질

4

반응물 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)-quinolinone2회

생성물 1

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

실험 절차

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).

출처 및 근거

ORD 기록
ord-50cd2feabe4940a38b58c25951585f48
출처 데이터셋
uspto-grants-2004_10
특허 번호
US06809199B2

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