Thionyl Chloride → 5-(4-(Chloromethyl)-2-methoxybenzyl)-6-methyl-N4-pentylpyrimidine-2,4-diamine
Reaction equation
S(Cl)([Cl:3])=O.[NH2:5][C:6]1[N:11]=[C:10]([CH3:12])[C:9]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([CH2:20]O)=[CH:16][C:15]=2[O:22][CH3:23])=[C:8]([NH:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[N:7]=1>C(Cl)Cl>[Cl:3][CH2:20][C:17]1[CH:18]=[CH:19][C:14]([CH2:13][C:9]2[C:8]([NH:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])=[N:7][C:6]([NH2:5])=[N:11][C:10]=2[CH3:12])=[C:15]([O:22][CH3:23])[CH:16]=1Participants
4
Procedure
Thionyl chloride (0.239 mL) was added portionwise to a solution of the product from step (v) (0.94 g) in DCM (20 mL) under nitrogen. The resulting solution was stirred at rt for 1 h. The solvent was evaporated under reduced pressure to give the subtitle compound as a colourless gum 0.99 g that was used without purification.