Cl[CH2:2][CH:3]=O.C(=O)(O)[O-].[Na+].[I:10][C:11]1[CH:12]=[C:13]2[C:18](=[CH:19][CH:20]=1)[N:17]=[C:16]([NH2:21])[CH:15]=[CH:14]2>O1CCOCC1>[I:10][C:11]1[CH:12]=[C:13]2[C:18](=[CH:19][CH:20]=1)[N:17]1[CH:2]=[CH:3][N:21]=[C:16]1[CH:15]=[CH:14]2To chloroacetaldehyde (50 wt %, 460 mg, 2.92 mmol) and sodium bicarbonate (613 mg, 7.3 mmol) was added 6-Iodo-quinolin-2-ylamine (390 mg, 1.46 mmol) in 1,4-dioxane (5 mL). The mixture was heated to 80° C. overnight, and then cooled to room temperature. The solvent was removed in vacuo, and the residue was purified by silica gel chromatography (50-100% EtOAc in hexanes) to obtain the desired product, 1g.
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