Triethylamine → Tert-butyl 4-(2-chloro-4-(picolinamido)phenyl)piperazine-1-carboxylate

HRID 38251

반응식

HRID 38251 반응식
Cl.[N:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](Cl)=[O:9].CCN(CC)CC.[NH2:18][C:19]1[CH:24]=[CH:23][C:22]([N:25]2[CH2:30][CH2:29][N:28]([C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])[CH2:27][CH2:26]2)=[C:21]([Cl:38])[CH:20]=1>C(Cl)Cl>[Cl:38][C:21]1[CH:20]=[C:19]([NH:18][C:8](=[O:9])[C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][N:2]=2)[CH:24]=[CH:23][C:22]=1[N:25]1[CH2:30][CH2:29][N:28]([C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])[CH2:27][CH2:26]1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 135033Picolinoyl Chloride HydrochlorideHCID 18783766Tert-Butyl 4-(4-Amino-2-Chlorophenyl)Piperazine-1-Carboxylate

생성물 1

HCID 67441071Tert-butyl 4-(2-chloro-4-(picolinamido)phenyl)piperazine-1-carboxylate수율 100%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

According to Scheme 5 Step 3: Picolinoyl chloride hydrochloride (3.68 mmol, 656 mg) and Et3N (7.37 mmol, 1.03 mL) were added to a solution of tert-butyl 4-(4-amino-2-chlorophenyl)piperazine-1-carboxylate (2.46 mmol, 766 mg) in DCM (40 mL) at 0° C. The reaction mixture was stirred at room temperature for 1 hour. The organic phase was washed with a saturated solution of NaHCO3. The aqueous phase was extracted with AcOEt. The organic phase was washed with brine, was dried over Na2SO4, was filtered and was concentrated under reduced pressure to afford tert-butyl 4-(2-chloro-4-(picolinamido)phenyl)piperazine-1-carboxylate (2.46 mmol, 1.02 g, 100%).

후처리

  1. washThe organic phase was washed with a saturated solution of NaHCO3
  2. extractionThe aqueous phase was extracted with AcOEt
  3. washThe organic phase was washed with brine
  4. dry with materialwas dried over Na2SO4
  5. filtrationwas filtered
  6. concentrationwas concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-fbce41f4d7ee430591e03e6b74442165
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524726B2

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