TABLE 3.
Reagents and conditions to functionalize the primary amine in 4-ATQs: (i) alkyl amine (1 equiv.), aldehyde (1.1 equiv.), acetic acid (1 equiv.), 1,2-dichloroethane (0.1 M), sodium triacetoxyborohydride (2 equiv.), rt, 24 h; (ii) alkyl amine (1 equiv.), carboxylic acid (1.5 equiv.), Et3N (2 equiv.), HOBt (1.5 equiv.), dimethylacetamide (0.1 M), EDCI (2 equiv.), rt, 15 h; (iii) alkyl amine (1 equiv.), dichloromethane or 1,2-dichloroethane (0.1 M), Et3N (2 equiv.), alkylsulfonyl chloride (1.1 equiv.), rt, 24 h. R* = R4 and/or R5.
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