Hydrochloric Acid → 1-Cyclohexyl-3-[2,4-dichloro-4'-(3-dimethylamino-propoxy)-biphenyl-3-ylmethyl]-pyrrolidin-2-one hydrochloride

HRID 2235322노트

반응식

HRID 2235322 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([Cl:28])=[C:10]([C:24]([Cl:27])=[CH:25][CH:26]=2)[CH2:11][CH:12]2[CH2:16][CH2:15][N:14]([CH:17]3[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]3)[C:13]2=[O:23])=[CH:4][CH:3]=1.[I-].[Na+].C(=O)([O-])[O-].[Cs+].[Cs+].Cl.Br[CH2:39][CH2:40][CH2:41][N:42]([CH3:44])[CH3:43].Cl>CC(C)=O.C(Cl)Cl.CCOCC>[ClH:27].[CH:17]1([N:14]2[CH2:15][CH2:16][CH:12]([CH2:11][C:10]3[C:9]([Cl:28])=[C:8]([C:5]4[CH:6]=[CH:7][C:2]([O:1][CH2:39][CH2:40][CH2:41][N:42]([CH3:44])[CH3:43])=[CH:3][CH:4]=4)[CH:26]=[CH:25][C:24]=3[Cl:27])[C:13]2=[O:23])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]1

참가 물질

9

반응물 5

HCID 313Hydrochloric AcidHCID 5238Sodium IodideHCID 10796Cesium carbonateHCID 12440776(3-Bromo-propyl)-dimethyl-amine hydrochlorideHCID 592993283-(3-(4-Hydroxyphenyl)-2,6-dichlorobenzyl)-1-cyclohexylpyrrolidin-2-one

생성물 1

HCID 684719151-Cyclohexyl-3-[2,4-dichloro-4'-(3-dimethylamino-propoxy)-biphenyl-3-ylmethyl]-pyrrolidin-2-one hydrochloride수율 65.1%

시약·촉매·용매 3

HCID 180Acetone용매HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매

실험 절차

Place 3-(3-(4-hydroxyphenyl)-2,6-dichlorobenzyl)-1-cyclohexylpyrrolidin-2-one (0.200 g, 0.478 mmol), sodium iodide (0.072 g, 0.478 mmol, and cesium carbonate (1.25 g, 3.82 mmol) in acetone (lOmL). Add 3-bromo-N,N-dimethylpropan-1-amine hydrochloride (0.194 g, 0.956 mmol) and stir at room temperature for 3 hours. Add water and extract with DCM. Dry, filter, and concentrate. Purify by silica gel to give the free base. Dissolve in DCM and add 2M HCl in ether. Concentrate to give 84 mg (33%) of the title compound as a tan solid. Mass spectrum (apci) m/z=503.3 (M+H).

후처리

  1. extractionAdd water and extract with DCM
  2. customDry
  3. filtrationfilter
  4. concentrationconcentrate
  5. customPurify by silica gel
  6. customto give the free base
  7. concentrationConcentrate

출처 및 근거

ORD 기록
ord-5b70c7b2402747c89b2d1b7cd14da646
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07713979B2

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