N-bromobutanimide → HCID 67353647、化合物

HRID 1478903ノート

反応式

HRID 1478903 の反応式
[CH2:1]([N:3]1[C:11]2[CH:10]=[C:9]([C:12]([O:14][CH3:15])=[O:13])[N:8]=[CH:7][C:6]=2[CH:5]=[CH:4]1)[CH3:2].C1C(=O)N([Br:23])C(=O)C1>C(Cl)Cl>[Br:23][C:5]1[C:6]2[CH:7]=[N:8][C:9]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][C:11]=2[N:3]([CH2:1][CH3:2])[CH:4]=1

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 67354512HCID 67354512、化合物

生成物 1

HCID 67353647HCID 67353647、化合物収率 98%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To an ice-cooled solution of methyl 1-ethyl-1H-pyrrolo[3,2-c]pyridine-6-carboxylate (IF, 700 mg, 3.43 mmol) in DCM (5 ml) was added NBS (610 mg, 3.43 mmol). The reaction mixture was stirred at room temperature for 10 min. The reaction mixture was concentrated in vacuo and purified by chromatography (SiO2, EtOAc) to give methyl 3-bromo-1-ethyl-1H-pyrrolo[3,2-c]pyridine-6-carboxylate (3A, 950 mg, 3.36 mmol, 98% yield) as a white powder. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 1.52 (t, J=7.33 Hz, 3 H) 4.04 (s, 3 H) 4.25 (q, J=7.33 Hz, 2 H) 7.33 (s, 1 H) 8.22 (d, J=0.76 Hz, 1 H) 8.92 (d, J=1.01 Hz, 1 H).

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. custompurified by chromatography (SiO2, EtOAc)

出典と根拠

ORDレコード
ord-3e9efdeaf122484fae22845a2d1769c4
出典データセット
uspto-grants-2016_08
特許番号
US09403819B2

反応ノート

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