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

반응식

[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

참가 물질

반응물 2

HCID 24813Phosphorus oxychloride

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

생성물 1

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

반응 조건

온도: 100 °C

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록: ord-94866feb816140268f00fd6f31f85ceb
출처 데이터셋: uspto-grants-2005_06
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06908916B2

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