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Acetyl chloride → HCID 178474038, 화합물

HRID 2205816
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HRID 2205816 반응식
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:12]=[C:11]([NH2:13])[NH:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1.CN1CC[O:18][CH2:17][CH2:16]1.C(Cl)(=O)C>C(Cl)Cl>[F:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:12]=[C:11]([NH:13][C:17](=[O:18])[CH3:16])[NH:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1
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참가 물질

5

반응물 3

HCID 6367Acetyl chlorideHCID 79724-MethylmorpholineHCID 178507283HCID 178507283, 화합물

생성물 1

HCID 178474038HCID 178474038, 화합물수율 96.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 3-(3-fluorophenyl)-1H-pyrazol-5-amine (6.5 g, 36 mmol) and N-methylmorpholine (9.7 mL, 88 mmol) in CH2Cl2 (150 mL) was added acetyl chloride (6 mL, 85 mmol) dropwise at 0° C. under an atmosphere of nitrogen. The reaction mixture was stirred at room temperature for 1 d. The reaction mixture was concentrated in vacuo. MeOH (50 mL) and THF (50 mL) were added to the residue, followed by the addition of NaOH solution (aq. 2.5 M, 42.5 mL) at 0° C. The reaction mixture was stirred at room temperature for 15 min and HCl solution was added until pH reached ˜6. The organic solvents were evaporated in vacuo. The solid from the resulting aqueous suspension was collected by filtration, yielding the title compound as a solid (7.6 g).

후처리

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. additionMeOH (50 mL) and THF (50 mL) were added to the residue
  3. additionfollowed by the addition of NaOH solution (aq. 2.5 M, 42.5 mL) at 0° C
  4. stirringThe reaction mixture was stirred at room temperature for 15 min
  5. additionHCl solution was added until pH
  6. customThe organic solvents were evaporated in vacuo
  7. filtrationThe solid from the resulting aqueous suspension was collected by filtration

출처 및 근거

ORD 기록
ord-962ba44ff07f44a5a876dd62f68038b1
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09371332B2

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