Cyclopropylamine → Methyl 3-(cyclopropylamino)-2-phenylquinoxaline-6-carboxylate

HRID 716962노트

반응식

HRID 716962 반응식
Cl[C:2]1[C:3]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[N:4][C:5]2[C:10]([N:11]=1)=[CH:9][C:8]([C:12]([O:14][CH3:15])=[O:13])=[CH:7][CH:6]=2.[CH:22]1([NH2:25])[CH2:24][CH2:23]1>CS(C)=O>[CH:22]1([NH:25][C:2]2[C:3]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[N:4][C:5]3[C:10]([N:11]=2)=[CH:9][C:8]([C:12]([O:14][CH3:15])=[O:13])=[CH:7][CH:6]=3)[CH2:24][CH2:23]1

참가 물질

4

반응물 2

HCID 69828CyclopropylamineHCID 77231183Methyl 3-chloro-2-phenylquinoxaline-6-carboxylate

생성물 1

HCID 67042136Methyl 3-(cyclopropylamino)-2-phenylquinoxaline-6-carboxylate

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
50 °C

실험 절차

Into a 20-mL sealed tube, was placed methyl 3-chloro-2-phenylquinoxaline-6-carboxylate (200 mg, 0.67 mmol, 1.00 equiv), cyclopropanamine (10 mL), DMSO (1 mL). The resulting solution was stirred overnight at 50° C. in an oil bath. The resulting mixture was concentrated under vacuum. The resulting solution was diluted with H2O. The resulting solids were collected by filtration and applied onto a silica gel column with PE/EA (50:1). This resulted in 182.4 mg (83%) of methyl 3-(cyclopropylamino)-2-phenylquinoxaline-6-carboxylate as a yellow solid.

후처리

  1. customInto a 20-mL sealed tube
  2. concentrationThe resulting mixture was concentrated under vacuum
  3. additionThe resulting solution was diluted with H2O
  4. filtrationThe resulting solids were collected by filtration
  5. customThis resulted in 182.4 mg (83%) of methyl 3-(cyclopropylamino)-2-phenylquinoxaline-6-carboxylate as a yellow solid

출처 및 근거

ORD 기록
ord-ef9c434c24e64406880e10ccebd2d1ba
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09193693B2

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