## 2 Materials and Methods
### Chemistry
\({}^{19}\)F (470 MHz, CDCl\({}_{3}\)) \(\delta\) ppm -59.9 (s, 3F). HRMS (EI), M + 1 calculated for C\({}_{17}\)H\({}_{14}\)F\({}_{3}\)N\({}_{3}\)O, 334.1162, found 334.1155. [2-(4-Chlorophenyl)ethyl]quinazolin-4-ylamine, **8a**  
Following general procedure B, using 4-chloroquinazoline (**5**, 100 mg, 0.59 mmol), 2-(4-chlorophenylphenyl)ethylamine (94 mg, 0.59 mmol) and 12 N HCl (11 \(\mu\)L, 0.14 mmol) gave **8a** as yellow crystals (35 mg, 20%). mp 191.0-192.1 \({}^{\circ}\)C; \({}^{1}\)H (500 MHz, MeOD) \(\delta\) ppm 8.47 (s, 1H), 8.05 (ddd, \(J\) = 8.3, 0.7 Hz, 1H), 7.80 (ddd, \(J\) = 8.3, 7.0, 1.3 Hz, 1H), 7.73-7.0 (m, 1H), 7.53 (ddd, \(J\) = 8.3, 7.0, 1.3 Hz, 1H), 7.30-7.25 (m, 2H), 3.88-3.83 (m, 2H), 3.03 (t, \(J\) = 7.3 Hz, 2H). \({}^{13}\)C (125 MHz, MeOD) \(\delta\) ppm 160.0, 154.6, 148.2, 138.1, 131.8, 130.2, 128.1, 126.3, 126.1, 121.9, 115.1, 42.2, 34.0. HRMS (EI), M + 1 calculated for C\({}_{16}\)H\({}_{14}\)ClN\({}_{3}\), 284.0949, found 284.0950. These experimental results are consistent with previous reports [18; 19; 20]. [2-(4-(Pentafluoro-(\(\lambda\))\({}^{6}\)-sulfaneyl]quinazolin-4-ylamine, **9a**  
Following general procedure A, using 4-chloroquinazoline (**5**, 70 mg, 0.42 mmol) and 2-(4-(Pentafluoro-(\(\lambda\))\({}^{6}\)-sulfaneyl)phenyl)ethan-1-amine (105 mg, 0.42 mmol) and potassium carbonate (59 mg, 0.42 mmol) gave **9a** as white crystals (97 mg, 61%). mp 169.2-170.7 \({}^{\circ}\)C;\({}^{1}\)H (500 MHz, CDCl\({}_{3}\)) \(\delta\) ppm 8.73 (s, 1H), 7.89 (d, \(J\) = 8.3 Hz, 1H), 7.80-7.70 (m, 3H), 7.61 (d, \(J\) = 8.2 Hz, 1H), 7.51-7.46 (m, 1H), 7.37 (d, \(J\) = 8.3 Hz, 2H), 5.80 (br.s, 1H), 3.99 (q, \(J\) = 6.6 Hz, 2H), 3.14 (t, \(J\) = 6.9 Hz, 2H). \({}^{13}\)C (125 MHz, CDCl\({}_{3}\)) \(\delta\) ppm 159.3, 155.3, 152.5 (quintet, \(J\) = 17.6 Hz), 149.5, 143.2, 132.7, 129.1, 128.8, 126.3 (quintet, \(J\) = 4.5 Hz), 120.2, 114.9, 42.1, 34.9. \({}^{19}\)F (470 MHz, CDCl\({}_{3}\)) \(\delta\) ppm 84.8 (pent, \(J\) = 150.0 Hz, 1F), 63.1 (d, \(J\) = 150.0 Hz, 4F). HRMS (EI), M + 1 calculated for C\({}_{16}\)H\({}_{14}\)F\({}_{5}\)N\({}_{3}\)S, 376.0901, found 376.0908. [2-(4-Methylpheny)ethyl]quinazolin-4-ylamine, **10a**  
Following general procedure B, using 4-chloroquinazoline (**5**, 100 mg, 0.59 mmol), 2-(4-methylpheny)ethylan-1-amine (82 mg, 0.59 mmol) and 12 N HCl (11 \(\mu\)L, 0.14 mmol) gave **10a** as white crystals (25 mg, 15%). mp 183.6-184.6 \({}^{\circ}\)C, \({}^{1}\)H (500 MHz, CDCl\({}_{3}\)) \(\delta\) ppm 8.71 (s, 1H), 7.86 (d, \(J\) = 8.2 Hz, 1H), 7.74 (ddd, \(J\) = 8.3, 7.0, 1.3 Hz, 1H), 7.56 (d, \(J\) = 7.8 Hz, 1H), 7.44 (ddd, \(J\) = 8.2, 7.0, 1.1 Hz, 1H), 5.79 (br.s, 1H), 3.95 (dt, \(J\) = 6.7, 5.8 Hz, 2H), 3.02 (t, \(J\) = 6.8 Hz, 2H), 2.37 (s, 3H). \({}^{13}\)C (125 MHz, CDCl\({}_{3}\)) \(\delta\) ppm 159.3, 155.4, 149.3, 136.3, 135.7, 132.6, 129.5, 128.7, 128.6, 126.0, 120.3, 115.0, 42.3, 34.8, 21.1. HRMS (EI), M + 1 calculated for C\({}_{17}\)H\({}_{17}\)N\({}_{3}\), 264.1495, found 264.1496. [2-(4-Methylpheny)ethyl]quinazolin-4-ylamine, **11a**  
Following general procedure B, using 4-chloroquinazoline (**5**, 100 mg, 0.59 mmol), 2-(4-methoxyphenyl)ethylamine (91 mg, 0.59 mmol) and 12 N HCl (11 \(\mu\)L, 0.14 mmol) gave **11a** as off-white crystals (74 mg, 43%). mp 172.3-172.9 \({}^{\circ}\)C; \({}^{1}\)H (500 MHz, CDCl\({}_{3}\)) \(\delta\) ppm 8.71 (s, 1H), 7.86 (d, \(J\) = 8.3 Hz, 1H), 7.74 (ddd, \(J\) = 8.3, 7.0, 1.3 Hz, 1H), 7.56 (d, \(J\) = 8.3 Hz, 1H), 7.45 (ddd, \(J\) = 8.2, 7.0, 1.2 Hz, 1H), 7.20 (dt, \(J\) = 8.6, 2.9 Hz, 2H), 6.90 (dt, \(J\) = 8.6, 2.9 Hz, 2H), 5.78 (s, 1H), 3.93 (dt, \(J\) = 6.8, 5.7 Hz, 2H), 3.83 (s, 3H), 3.01 (t, \(J\) = 6.8 Hz, 2H), \({}^{13}\)C (125 MHz, CDCl\({}_{3}\)) \(\delta\) ppm 159.3, 158.4, 155.4, 149.4, 132.6, 130.8, 129.8, 128.6, 126.0, 120.3, 115.0, 114.2, 55.3, 42.4, 34.3. HRMS (EI), M + 1 calculated for C\({}_{17}\)H\({}_{17}\)N\({}_{3}\)O, 280.1444, found 280.1458.