Dimethylamine → 2-(4-Iodo-1H-pyrazol-1-yl)-N,N-dimethylethanamine

HRID 1480818노트

반응식

HRID 1480818 반응식
CC1C=CC(S(O[CH2:12][CH2:13][N:14]2[CH:18]=[C:17]([I:19])[CH:16]=[N:15]2)(=O)=O)=CC=1.[CH3:20][NH:21][CH3:22].C1COCC1>>[I:19][C:17]1[CH:16]=[N:15][N:14]([CH2:13][CH2:12][N:21]([CH3:22])[CH3:20])[CH:18]=1

참가 물질

4

반응물 3

HCID 674DimethylamineHCID 8028TetrahydrofuranHCID 89996125HCID 89996125, 화합물

생성물 1

HCID 644311982-(4-Iodo-1H-pyrazol-1-yl)-N,N-dimethylethanamine수율 89%

실험 절차

2-(4-Iodo-1H-pyrazol-1-yl)ethyl 4-methylbenzenesulfonate (Preparation 58) (1.03 g, 2.63 mmol) was treated with dimethylamine in THF (2M, 10 mL, 20.00 mmol) and stirred at room temperature for 3 days. Solvents were removed under reduced pressure and the residue partitioned between DCM and saturated aqueous NaHCO3. The aqueous were extracted with DCM and the combined organic layers dried and concentrated. The residue was purified by silica gel column chromatography eluting with 0 to 10% MeOH in DCM to give the title compound (616 mg, 89%).

후처리

  1. customSolvents were removed under reduced pressure
  2. customthe residue partitioned between DCM and saturated aqueous NaHCO3
  3. extractionThe aqueous were extracted with DCM
  4. customthe combined organic layers dried
  5. concentrationconcentrated
  6. customThe residue was purified by silica gel column chromatography
  7. washeluting with 0 to 10% MeOH in DCM

출처 및 근거

ORD 기록
ord-0f59a6da925540b6afedd712003fb605
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09409907B2

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