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1,2-Dichloroethane → N-(4-(Cyclopropylamino)-3,4-dioxo-1-phenylbutan-2-yl)-2-(2-phenylthiazol-4-yl)nicotinamide

HRID 1400234
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반응식

HRID 1400234 반응식
C(Cl)CCl.ClC(Cl)C(O)=O.[CH:11]1([NH:14][C:15](=[O:46])[CH:16]([OH:45])[CH:17]([NH:25][C:26](=[O:44])[C:27]2[CH:32]=[CH:31][CH:30]=[N:29][C:28]=2[C:33]2[N:34]=[C:35]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)[S:36][CH:37]=2)[CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:13][CH2:12]1.C([O-])(O)=O.[Na+]>CS(C)=O>[CH:11]1([NH:14][C:15](=[O:46])[C:16](=[O:45])[CH:17]([NH:25][C:26](=[O:44])[C:27]2[CH:32]=[CH:31][CH:30]=[N:29][C:28]=2[C:33]2[N:34]=[C:35]([C:38]3[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=3)[S:36][CH:37]=2)[CH2:18][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH2:12][CH2:13]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 111,2-DichloroethaneHCID 6597Dichloroacetic AcidHCID 516892Sodium BicarbonateHCID 67539859N-(4-(Cyclopropylamino)-3-hydroxy-4-oxo-1-phenylbutan-2-yl)-2-(2-phenylthiazol-4-yl)nicotinamide

생성물 1

HCID 46870677N-(4-(Cyclopropylamino)-3,4-dioxo-1-phenylbutan-2-yl)-2-(2-phenylthiazol-4-yl)nicotinamide수율 89.3%

시약·촉매·용매

1
HCID 679Dimethyl Sulfoxide용매

실험 절차

EDC (700 mg, 3.65 mmol) and 2,2-dichloroacetic acid (12411, 1.46 mmol) were added to a solution of N-(4-(cyclopropylamino)-3-hydroxy-4-oxo-1-phenylbutan-2-yl)-2-(2-phenylthiazol-4-yl)nicotinamide (217 mg, 0.435 mmol) in dimethyl sulfoxide (DMSO) (4 ml), and the reaction mixture stirred for 10 min at room temperature. For work up the reaction mixture was mixed with 80 ml of sat. NaHCO3-solution for 10 minutes. The resulting solid was filtered off with suction, washed with water and dried in vacuo to give 193 mg of the title product as white amorphous solid;

후처리

  1. filtrationThe resulting solid was filtered off with suction
  2. washwashed with water
  3. customdried in vacuo

출처 및 근거

ORD 기록
ord-0e6c121b90394dbebbad3edba022ca83
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08906941B2

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