Triethylamine → HCID 71138476, 화합물

HRID 1914019노트

반응식

HRID 1914019 반응식
[Br:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:13][CH2:12][CH:11]([C:14]([OH:16])=O)[CH2:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1.S(Cl)(Cl)=O.Cl.[CH3:22][NH:23][CH3:24].C(N(CC)CC)C>O1CCOCC1.O.ClCCl>[Br:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:13][CH2:12][CH:11]([C:14]([N:23]([CH3:24])[CH3:22])=[O:16])[CH2:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1

참가 물질

8

반응물 4

HCID 8471TriethylamineHCID 10473Dimethylamine, hydrochlorideHCID 24386Thionyl ChlorideHCID 695708831-(3-Bromophenyl)piperidine-4-carboxylic acid

생성물 1

HCID 71138476HCID 71138476, 화합물수율 101%

시약·촉매·용매 3

HCID 962Water용매HCID 6344Dichloromethane용매HCID 312751,4-Dioxane용매

실험 절차

To a solution of 1-(3-bromophenyl)piperidine-4-carboxylic acid (2 g, 7.0 mmol) in dioxane (70 mL), was added thionyl chloride (2.6 mL, 35 mmol) at 0° C. The mixture was kept at rt for 1 h and evaporated. The residue was co-evaporated with dichloromethane and dissolved in dichloromethane (5 mL). To this mixture, were added the mixture of dimethylamine HCl salt (1.7 g, 21 mmol), triethylamine (4.9 mL, 35 mmol) and dichloromethane (20 mL) at 0° C. The mixture was stirred at rt for 1 h and diluted with water and separated. The organic phase was dried and evaporated. The residue was purified with silica gel column chromatography (hexane/ethyl acetate 10:0 to 1:9) to give the titled compound (2.2 g, 100%).

후처리

  1. customevaporated
  2. dissolutiondissolved in dichloromethane (5 mL)
  3. additionTo this mixture, were added
  4. customseparated
  5. customThe organic phase was dried
  6. customevaporated
  7. customThe residue was purified with silica gel column chromatography (hexane/ethyl acetate 10:0 to 1:9)

출처 및 근거

ORD 기록
ord-7440493bd856437fac307ea7d6662e2a
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08609688B2

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