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

HRID 716962ノート

反応式

HRID 716962 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
50 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ef9c434c24e64406880e10ccebd2d1ba
出典データセット
uspto-grants-2015_11
特許番号
US09193693B2

反応ノート

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