Pyrrolidine → (4-((5-bromo-1H-pyrazol-1-yl)methyl)phenyl)(pyrrolidin-1-yl)methanone

HRID 1399809노트

반응식

HRID 1399809 반응식
[Br:1][C:2]1[N:6]([CH2:7][C:8]2[CH:16]=[CH:15][C:11]([C:12]([OH:14])=O)=[CH:10][CH:9]=2)[N:5]=[CH:4][CH:3]=1.[NH:17]1[CH2:21][CH2:20][CH2:19][CH2:18]1.C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1>C(Cl)Cl>[Br:1][C:2]1[N:6]([CH2:7][C:8]2[CH:9]=[CH:10][C:11]([C:12]([N:17]3[CH2:21][CH2:20][CH2:19][CH2:18]3)=[O:14])=[CH:15][CH:16]=2)[N:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 31268PyrrolidineHCID 86583742Edc hobtHCID 867292264-((5-bromo-1H-pyrazol-1-yl)methyl)benzoic acid

생성물 1

HCID 86729227(4-((5-bromo-1H-pyrazol-1-yl)methyl)phenyl)(pyrrolidin-1-yl)methanone수율 99%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

4-((5-bromo-1H-pyrazol-1-yl)methyl)benzoic acid (200 mg, 0.71 mmol), pyrrolidine (61 mg, 0.85 mmol) and EDC-HOBt (452 mg, 2 mmol) were combined in CH2Cl2 and stirred for 4 h at room temperature. The mixture was evaporated in vacuuo and the residue dissolved in ethyl acetate and washed with water. The separated organic layer was dried and concentrated affording the product as an oil (231 mg, yield 99%), which was used in next step without further purification. LCMS (m/z): 334.2 [M+H]+

후처리

  1. customThe mixture was evaporated in vacuuo
  2. dissolutionthe residue dissolved in ethyl acetate
  3. washwashed with water
  4. customThe separated organic layer was dried
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-3521569f3fbd4f778ac06cfd7170dd07
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08906900B2

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