Dimethylformamide → 2-butyl-4-[4-(4-ethyl-hexyloxy)-phenyl]-1-[4-(4-methoxy-naphthalen-1-yl-oxy)-phenyl]-1H-imidazole

HRID 17718노트

반응식

HRID 17718 반응식
[CH3:1][O:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([O:13][C:14]2[CH:20]=[CH:19][C:17]([NH2:18])=[CH:16][CH:15]=2)=[CH:5][CH:4]=1.C[N:22]([CH:24]=O)C.Br[CH2:27][C:28]([C:30]1[CH:35]=[CH:34][C:33]([O:36][CH2:37][CH2:38][CH2:39]N(CC)CC)=[CH:32][CH:31]=1)=O>O.CCOC(C)=O>[CH2:6]([C:24]1[N:18]([C:17]2[CH:16]=[CH:15][C:14]([O:13][C:6]3[C:7]4[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=4)[C:3]([O:2][CH3:1])=[CH:4][CH:5]=3)=[CH:20][CH:19]=2)[CH:27]=[C:28]([C:30]2[CH:31]=[CH:32][C:33]([O:36][CH2:37][CH2:38][CH2:39][CH:3]([CH2:12][CH3:11])[CH2:4][CH3:5])=[CH:34][CH:35]=2)[N:22]=1)[CH2:7][CH2:8][CH3:9]

참가 물질

6

반응물 3

HCID 6228DimethylformamideHCID 669774504-(4-Methoxy-naphthalen-1-yloxy)anilineHCID 865919692-Bromo-1-{4-[3-(diethylamino)propoxy]phenyl}ethanone

생성물 1

HCID 669775342-butyl-4-[4-(4-ethyl-hexyloxy)-phenyl]-1-[4-(4-methoxy-naphthalen-1-yl-oxy)-phenyl]-1H-imidazole

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

To a stirred solution of 4-(4-methoxy-naphthalen-1-yloxy)aniline (1.2 eq., 2.5 mmol) in anhydrous DMF (5 mL) DIEA (3 eq. 7.5 mmol) was added, followed by slow addition of the 2-bromo-1-{4-[3-(diethylamino)propoxy]phenyl}ethanone described above (2.3 mmol), according to General Procedure R2. The reaction mixture was stirred under nitrogen at rt until completion, as indicated by TLC or HPLC. The reaction mixture was then diluted with cold H2O and the product was isolated in EtOAc. The combined organic layers were washed with brine and dried over sodium sulfate. Evaporation of solvent in vacuuo afforded the desired product. The crude alkylated aniline was used for further transformation.

후처리

  1. washThe combined organic layers were washed with brine
  2. dry with materialdried over sodium sulfate
  3. customEvaporation of solvent in vacuuo

출처 및 근거

ORD 기록
ord-fb4eae6a0373474f830e11cc54fd4c87
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07737285B2

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