Hydroxyamine hydrochloride → 1-(2,6-Dichlorophenyl)-5-(2-chlorophenyl)-7-(1-hydroxyiminocyclohexan-4-yl)-3,4-dihydro-2(1H)-quinazolinone

HRID 394090노트

반응식

HRID 394090 반응식
Cl.[NH2:2][OH:3].[C:4]([O-:7])(O)=O.[Na+].[Cl:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([Cl:16])[C:11]=1[N:17]1[C:26]2[C:21](=[C:22]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=3[Cl:40])[CH:23]=[C:24]([CH:27]3[CH2:32][CH2:31][C:30](=O)[CH2:29][CH2:28]3)[CH:25]=2)[CH2:20][NH:19]C1=O>CO>[Cl:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([Cl:16])[C:11]=1[N:17]1[C:26]2[C:21](=[C:22]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=3[Cl:40])[CH:23]=[C:24]([CH:27]3[CH2:32][CH2:31][C:30](=[N:2][OH:3])[CH2:29][CH2:28]3)[CH:25]=2)[CH2:20][NH:19][C:4]1=[O:7]

참가 물질

5

반응물 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 226480091-(2,6-Dichlorophenyl)-5-(2-chlorophenyl)-7-(1-cyclohexanon-4-yl)-3,4-dihydro-2(1H)-quinazolinone2회

생성물 1

HCID 226481531-(2,6-Dichlorophenyl)-5-(2-chlorophenyl)-7-(1-hydroxyiminocyclohexan-4-yl)-3,4-dihydro-2(1H)-quinazolinone

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of hydroxylamine hydrochloride (29 mg, 0.416 mmol) in methanol (1.0 mL) was added solid NaHCO3 (37 mg, 0.437 mmol). After stirring 15 minutes at RT 1-(2,6-Dichlorophenyl)-5-(2-chlorophenyl)-7-(1-cyclohexanon-4-yl)-3,4-dihydro-2(1H)-quinazolinone (52 mg, 0.104 mmol) (INTERMEDIATE 73) was added. After stirring 18 hours the solution was concentrated. The residue was suspended in DCM and the solid filtered. The filtrate solution was concentrated and the residue purified by preparative thin layer chromatography using 5% MeOH in DCM as the eluent to give 1-(2,6-Dichlorophenyl)-5-(2-chlorophenyl)-7-(1-hydroxyiminocyclohexan-4-yl)-3,4-dihydro-2(1H)-quinazolinone. 1H NMR (CDCl3, 500 MHz): selected data 1.53 (m, 2H), 1.87 (dt, 1H, J=5.4, 14.2 Hz), 1.98 (m, 2H), 2.19 (m, 1H), 2.57 (brd, 1H, J=14.4 Hz), 2.64 (m, 1H), 3.38 (brd, 1H, J=15.2 Hz).

후처리

  1. additionwas added
  2. concentrationwas concentrated
  3. filtrationthe solid filtered
  4. concentrationThe filtrate solution was concentrated
  5. customthe residue purified by preparative thin layer chromatography

출처 및 근거

ORD 기록
ord-70e333731d734a9d97b4dda8c4631195
출처 데이터셋
uspto-grants-2004_10
특허 번호
US06809199B2

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