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

HRID 17718ノート

反応式

HRID 17718 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-fb4eae6a0373474f830e11cc54fd4c87
出典データセット
uspto-grants-2010_06
特許番号
US07737285B2

反応ノート

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