Dimethylformamide → 3-Morpholinoquinoxaline-6-carbaldehyde

HRID 929346ノート

反応式

HRID 929346 の反応式
Br[C:2]1[CH:11]=[C:10]2[C:5]([N:6]=[CH:7][C:8]([N:12]3[CH2:17][CH2:16][O:15][CH2:14][CH2:13]3)=[N:9]2)=[CH:4][CH:3]=1.[SiH](CC)(CC)CC.CN([CH:28]=[O:29])C>>[O:15]1[CH2:16][CH2:17][N:12]([C:8]2[CH:7]=[N:6][C:5]3[C:10]([N:9]=2)=[CH:11][C:2]([CH:28]=[O:29])=[CH:3][CH:4]=3)[CH2:13][CH2:14]1

参加物

4

反応物 3

HCID 6228DimethylformamideHCID 12052TriethylsilaneHCID 533635264-(7-Bromoquinoxalin-2-yl)morpholine

生成物 1

HCID 866771723-Morpholinoquinoxaline-6-carbaldehyde収率 82.3%

反応条件

温度
90 °C

実験手順

To a solution of 4-(7-bromoquinoxalin-2-yl)morpholine (59 g, 0.2 mol, 1.0 eq.) in DMF (500 mL) was added TEA (139 mL, 1.0 mol, 5.0 eq.), Et3SiH (127 mL, 0.8 mol, 4.0 eq) and Pd(dppf)Cl2CH2Cl2 (8.16 g, 0.01 mol, 0.05 eq.). The resulting mixture was stirred at 90° C. for 12 h in an autoclave under CO (1 MPa), then cooled and concentrated. The resulting residue was purified by flash column chromatography (EA/PE=1/1) to afford 3-morpholinoquinoxaline-6-carbaldehyde as a yellow solid (40 g, 82.3%).

後処理

  1. temperaturecooled
  2. concentrationconcentrated
  3. customThe resulting residue was purified by flash column chromatography (EA/PE=1/1)

出典と根拠

ORDレコード
ord-d3f9f73119b04233ba77312fd2f6788f
出典データセット
uspto-grants-2016_03
特許番号
US09295671B2

反応ノート

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