Triethylamine → HCID 90459747, 화합물

HRID 588821노트

반응식

HRID 588821 반응식
[C:1]([CH:4]1[NH:9][CH2:8][CH2:7][N:6]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:5]1)(=[O:3])[NH2:2].CCN(CC)CC.[C:24](Cl)(=[O:27])[CH:25]=[CH2:26]>C(Cl)Cl>[C:24]([N:9]1[CH2:8][CH2:7][N:6]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:5][CH:4]1[C:1](=[O:3])[NH2:2])(=[O:27])[CH:25]=[CH2:26]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 13140Acryloyl chlorideHCID 11042527Tert-butyl 3-carbamoylpiperazine-1-carboxylate

생성물 1

HCID 90459747HCID 90459747, 화합물수율 53.9%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of tert-butyl 3-carbamoylpiperazine-1-carboxylate (300 mg, 1.31 mmol) and Et3N (396 mg, 3.93 mmol) in DCM (5 mL) at 0° C., acryloyl chloride (130 mg, 1.44 mmol) in DCM (1 mL) was added and the resulting mixture was stirred at room temperature for 1.5 h. The mixture was partitioned between DCM and saturated NaHCO3 aqueous solution. The organic layer was washed with saturated NaHCO3 and brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (DCM/MeOH=30:1) to afford the desired product (200 mg, 53.9% yield) as an off-white solid.

후처리

  1. customThe mixture was partitioned between DCM and saturated NaHCO3 aqueous solution
  2. washThe organic layer was washed with saturated NaHCO3 and brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by flash column chromatography on silica gel (DCM/MeOH=30:1)

출처 및 근거

ORD 기록
ord-be20e3244c464f3abb1372a2a69db459
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09227978B2

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