Water → N-{2-[4(3,4-dichlorophenoxy)-1-piperidinyl]ethyl}-3-methoxybenzamide

HRID 968765노트

반응식

HRID 968765 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][C:17]=1[Cl:18])[O:5][CH:6]1[CH2:11][CH2:10][N:9]([CH2:12][CH2:13][NH2:14])[CH2:8][CH2:7]1.C(N(CC)CC)C.[CH3:26][O:27][C:28]1[CH:29]=[C:30]([CH:34]=[CH:35][CH:36]=1)[C:31](Cl)=[O:32].O>C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][C:17]=1[Cl:18])[O:5][CH:6]1[CH2:7][CH2:8][N:9]([CH2:12][CH2:13][NH:14][C:31](=[O:32])[C:30]2[CH:34]=[CH:35][CH:36]=[C:28]([O:27][CH3:26])[CH:29]=2)[CH2:10][CH2:11]1

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 74374m-Anisoyl chlorideHCID 113582094-(3,4-Dichlorophenoxy)-1-piperidineethanamine

생성물 1

HCID 9910169N-{2-[4(3,4-dichlorophenoxy)-1-piperidinyl]ethyl}-3-methoxybenzamide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

The product from Example 3, Step b (2.00 g) was dissolved in TBF (100 ml) and triethylamine (2.10 g) added. The solution was then cooled with stirring to 0° C. and to it 3-methoxybenzoyl chloride was added dropwise as a solution in THF (10 ml). Reaction was left to warm to room temp and left for 24 hours then water was added and the organics extracted into ethyl acetate. The combined organics were dried with MgSO4 and the solvent removed by evaporation. The crude product was purified by flash chromatography to leave the sub-title product as a pale yellow oil (1.38 g).

후처리

  1. temperatureThe solution was then cooled
  2. customReaction
  3. waitwas left
  4. extractionthe organics extracted into ethyl acetate
  5. dry with materialThe combined organics were dried with MgSO4
  6. customthe solvent removed by evaporation
  7. customThe crude product was purified by flash chromatography

출처 및 근거

ORD 기록
ord-4ea4457e9599494bbd3bb90bc955551f
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07304077B2

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