Pyridine → HCID 58788400, 화합물

반응식

Cl.[F:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10]C(N)=N)=[CH:5][CH:4]=1.O=[C:15]1[N:20]([CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[C:19]2[CH:27]=[CH:28][CH:29]=[CH:30][C:18]=2[C:17](=[O:31])O1.[N:32]1C=CC=CC=1>>[F:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][C:15]2[N:20]([CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[C:19]3[C:18]([C:17](=[O:31])[N:32]=2)=[CH:30][CH:29]=[CH:28][CH:27]=3)=[CH:5][CH:4]=1

참가 물질

반응물 3

HCID 1049Pyridine

HCID 3568603ethyl (2,4-dioxo-2H-3,1-benzoxazin-1(4H)-yl)acetate

HCID 69157575HCID 69157575, 화합물

생성물 1

HCID 58788400HCID 58788400, 화합물수율 36%

실험 절차

A solution of 3-(4-fluorophenyl)-propionamidine hydrochloride (Int. A108) (0.42 g, 2.05 mmol) and ethyl 2-(2,4-dioxo-4H-benzo[d][1,3]oxazin-1-yl)-acetate (0.51 g, 2.05 mmol) in pyridine (20 ml) was heated at reflux for 16 h, allowed to cool then concentrated in vacuo. The residues were chromatographed over silica eluting with ethyl acetate to yield the product as a white solid (0.26 g, 36%). 1H-NMR (CDCl3) δ 1.24 (3H, t,), 3.0 (2H, m), 3.17 (2H, m), 4.24 (2H, q), 5.29 (2H, s), 6.95 (2H, m), 7.2-7.3 (3H, m), 7.40 (1H, m), 7.67 (1H, m), 8.29 (1H, dd); MS (APCI+) found (M+1)=355; C20H19FN2O3 requires 354.