2-Methyl-4-[(5-fluoroquinazolin-4-yl)amino]phenol → 4-[(5-{(1R)-2-[allyl(methyl)amino]-1-methylethoxy}quinazolin-4-yl)amino]-2-methylphenol

Participants

Reaction Steps

The procedure described in Example 3 (preparation of starting materials) was repeated using (2R)-1-[allyl(methyl)amino]propan-2-ol (obtained as described in Example 2.3, preparation of starting materials) and 4-[(5-fluoroquinazolin-4-yl)amino]-2-methylphenol (obtained as described in Example 3, preparation of starting materials) to give 4-[(5-{(1R)-2-[allyl(methyl)amino]-1-methylethoxy}quinazolin-4-yl)amino]-2-methylphenol as a brown oil in 86% yield; NMR spectrum (DMSO-d6) 1.43 (d, 3H), 2.15 (s, 3H), 2.18 (s, 3H), 2.54 (dd, 1H), 2.88 (dd, 1H), 3.00 (m, 2H), 4.92 (m, 1H), 5.01 (d, 1H), 5.11 (d, 1H), 5.62 (m, 1H), 6.77 (d, 1H), 7.16 (d, 1H), 7.26 (d, 1H), 7.35 (s, 1H), 7.38 (d, 1H), 7.66 (t, 1H), 8.37 (s, 1H), 9.17 (s, 1H), 10.16 (s, 1H); Mass spectrum MH+ 379.

Provenance & Evidence