Phosphorus oxychloride → 4-Chloro-5-methylpyrrolo(2,1-f)(1,2,4)triazine

反応式

[CH3:1][C:2]1[CH:3]=[CH:4][N:5]2[C:10]=1[C:9](=O)[NH:8][CH:7]=[N:6]2.O=P(Cl)(Cl)[Cl:14]>>[Cl:14][C:9]1[C:10]2=[C:2]([CH3:1])[CH:3]=[CH:4][N:5]2[N:6]=[CH:7][N:8]=1

参加物

反応物 2

HCID 24813Phosphorus oxychloride

HCID 1357420715-Methylpyrrolo[2,1-f][1,2,4]triazin-4(1H)-one

生成物 1

HCID 218742274-Chloro-5-methylpyrrolo(2,1-f)(1,2,4)triazine収率 82%

反応条件

温度: 100 °C

実験手順

A suspension of of 5-methyl-3H-pyrrolo[2,1-f][1,2,4]triazin-4-one (2.57 gm, 17.2 mmole) in POCl3 (28 mL) was heated at 100° C. for 40 min. The excess reagent was removed under vacuum and the residue was dissolved in DCM (300 mL). This was washed with water, dried (Na2SO4), and the solvent removed. Flash chromatography on silica gel using DCM as eluent afforded the product as a yellow solid (2.38 gm, 82%). 1HNMR (CDCl3): δ 2.63 (s, 3H), 6.74 (d, 1H, J=2 Hz), 7.74 (d, 1H, J=2 Hz), 8.05 (s, 1H).

後処理

customThe excess reagent was removed under vacuum
dissolutionthe residue was dissolved in DCM (300 mL)
washThis was washed with water
dry with materialdried (Na2SO4)
customthe solvent removed

出典と根拠

ORDレコード: ord-94866feb816140268f00fd6f31f85ceb
出典データセット: uspto-grants-2005_06
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US06908916B2

反応ノート

読み込み中…

参加物