반응 #685020

반응 방정식

solution

Benzyl 2-(4-fluorobenzylcarbamoyl)-3-hydroxy-4-oxo-6,7-dihydro-4H-spiro[pyrimido[2,1-c][1,4]oxazine-9,3′-pyrrolidine]-1′-carboxylate

HBr

→

desired product

N-(4-Fluorobenzyl)-3-hydroxy-4-oxo-6,7-dihydro-4H-spiro[pyrimido[2,1-c][1,4]oxazine-9,3′-pyrrolidine]-2-carboxamide

용매

1,4-dioxane

AcOH

Et2O

반응 조건

후처리

1. 1
   여과filtered
2. 2
   기타dried

실험 절차

To a stirred solution of Example 36 (0.388 g, 0.763 mmol) in 1,4-dioxane (5 mL) was added 33 wt % HBr in AcOH (1 mL) at room temperature. After 24 h, the resulting white slurry was diluted with Et2O (50 mL), filtered and dried to afford desired product as 1:1:1 product:HBr:dioxane adduct 0.3521 g, 85%). 1H NMR (500 MHz, DMSO-d6) δ: 12.30 (1H, s), 9.48 (1H, t, J=6.4 Hz), 9.17 (1H, s), 7.39-7.36 (2H, m), 7.20-7.15 (2H, m), 4.57-4.48 (2H, m), 4.08-4.04 (2H, m), 3.94-3.84 (2H, m), 3.75-3.69 (1H, m), 3.60-3.49 (6H, m), 3.47-3.31 (4H, m), 2.69-2.62 (1H, m), 2.44-2.38 (1H, m). HRMS (M+H) calcd for C18H20N4O4F: 375.1469; found: 375.1466.

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