[C:1]([O:5][C:6](=[O:15])[NH:7][C:8]1[C:9]([Cl:14])=[N:10][CH:11]=[CH:12][CH:13]=1)([CH3:4])([CH3:3])[CH3:2].[CH2:16](Br)[CH:17]=[CH2:18].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C>[C:1]([O:5][C:6](=[O:15])[N:7]([CH2:18][CH:17]=[CH2:16])[C:8]1[C:9]([Cl:14])=[N:10][CH:11]=[CH:12][CH:13]=1)([CH3:4])([CH3:2])[CH3:3]A mixture of (2-chloro-pyridin-3-yl)-carbamic acid tert-butyl ester (7 g, 30.7 mmol), allyl bromide (5.26 g, 40.8 mmol) and cesium carbonate (20.8 g, 63.8 mmol) in DMF (280 mL) is heated at 60° C. for 1 h. The reaction is quenched with water, extracted with EtOAC. The organic layer is dried (Na2SO4), filtered and concentrated to afford allyl-(2-chloro-pyridin-3-yl)-carbamic acid tert-butyl ester (8.03 g, 98%), which is sued in the next step with no further purification.
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