Triethylamine → HCID 22909959, compound

Participants

Reaction Steps

By a procedure similar to that described in Step 1a above, 4-bromo-2-hydroxy-N(3-trifluoromethylphenyl)butanamide (0.52 g, prepared as described in Example 10, Step 1b above) was treated with t-butylisocyanate and triethylamine in dichloromethane to give the title compound (0.03 g, m.p. 107°-109° C.). NMR (CDCl3): δ 1.4(9H,s); 2.4(2H,m); 3.6(2H,t); 5.1(1H,bs); 5.3(1H,t); 7.3(2H,m); 7.6(1H,d); 7.8(1H,bs); 8.8(1H,bs). MS: M+ 424, 426. Under the extended time of this reaction, the major product was that of base-catalysed cyclisation (0.16 g, m.p. 114°-116° C.), identical to material described in Example 10, Step 3 above and Example 11, Step 2 below.

Provenance & Evidence