1,2-Dichloroethane → HCID 70212244, 화합물

HRID 2269344노트

반응식

HRID 2269344 반응식
[C:1]([O:5][C:6]([NH:8][C@@H:9]([C:13]([CH3:16])([CH3:15])[CH3:14])[C:10]([OH:12])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(Cl)CCl.[CH:21]1[CH:22]=C[C:24]2[N:29](O)N=[N:27][C:25]=2[CH:26]=1.NC1C=NC=CC=1>CN(C=O)C>[N:29]1[CH:22]=[CH:21][CH:26]=[C:25]([NH:27][C:10](=[O:12])[C@@H:9]([NH:8][C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])[C:13]([CH3:16])([CH3:15])[CH3:14])[CH:24]=1

참가 물질

6

반응물 4

HCID 111,2-DichloroethaneHCID 100093-AminopyridineHCID 757711-HydroxybenzotriazoleHCID 2734668(S)-2-((tert-Butoxycarbonyl)amino)-3,3-dimethylbutanoic acid

생성물 1

HCID 70212244HCID 70212244, 화합물수율 40.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
25 °C

실험 절차

To a solution of (2S)-2-tert-butoxycarbonylamino-3,3-dimethylbutanoic acid (3 g, 12.99 mmol) in DMF (25 mL) is added EDC (2.73 g, 14.29 mmol) and HOBT (1.93 g, 14.29 mmol). The resulting solution is stirred at 25° C. for 0.5 h and 3-aminopyridine (1.83 g, 19.48 mmol) is; added and the reaction is heated to 50° C. for 18 h. The mixture is concentrated, diluted with EtOAc (50 mL), and washed with saturated aqueous sodium bicarbonate. The organic layer is dried over anhydrous magnesium sulfate and concentrated in vacuo to provide (2S)-2-tert-butoxycarbonylamino-3,3-dimethylbutanoic acid 3-pyridylamide as a foam (1.6 g, 40% yield).

후처리

  1. additionadded
  2. temperaturethe reaction is heated to 50° C. for 18 h
  3. concentrationThe mixture is concentrated
  4. additiondiluted with EtOAc (50 mL)
  5. washwashed with saturated aqueous sodium bicarbonate
  6. dry with materialThe organic layer is dried over anhydrous magnesium sulfate
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-8e5be89cef134691b433808039ee3d46
출처 데이터셋
uspto-grants-2001_12
특허 번호
US06329400B1

반응 노트

불러오는 중…