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5.1.3.3. 4-Amino-N-(6-dimethylamino-2-methylamino-
pyrimidin-4-yl)-benzene-sulfonamide 6d
7.43 (d, J=8.75 Hz, 2H), 6.53 (d, J=8.75 Hz, 3H), 5.72
(s, 2H), 5.32 (s, 1H), 3.23 (qd, J=4.75 Hz, 4.75, 2H),
2.97 (s, 6H), 1.06 (t, J=4.75 Hz, 3H); MS (ISP): m/e
337 [M+H]+. Anal. (C14H20N6O2S) C, H, N, S.
From 5a with dimethylamine: beige crystals (78%);
m.p.: >300°C; 1H-NMR (DMSO): 10.70 (br, s, 1H);
7.43 (d, J=8.75 Hz, 2H), 6.52 (d, J=8.75 Hz, 2H), 6.40
(br, s, 1H), 5.72 (s, 2H), 5.33 (s, 1H), 2.93 (s, 6H), 2.73
(d, J=4.5 Hz, 3H); MS (ISP): m/e 323 [M+H]+. Anal.
(C13H18N6O2S) C, H, N, S.
5.1.3.9. 4-Amino-N-(6-azetidin-1-yl-2-ethylamino-
pyrimidin-4-yl)-benzenesulfonamide 6k
From 5b and azetidine: white crystals (78%); m.p.:
1
292–293°C; H-NMR (DMSO): 10.50 (br, s, 1H), 7.42
(d, J=8.75 Hz, 2H), 6.53 (d, J=8.75 Hz, 3H), 5.73 (s,
2H), 5.03 (s, 1H), 3.88 (t, J=7.5 Hz, 4H), 3.20 (qd,
J=7.0, 7.0 Hz, 2H), 2.26 (p, J=7.5 Hz, 2H), 1.04 (t,
J=7.0 Hz, 3H), MS (ISP): m/e 349 [M+H]+. Anal.
(C15H20N6O2S) C, H, N, S.
5.1.3.4. 4-Amino-N-(6-azetidin-1-yl-2-methylamino-
pyrimidin-4-yl)-benzenesulfonamide 6e
From 5a with azetidine: white crystals (72%); m.p.:
1
295–296°C; H-NMR (DMSO): 10.50 (br, s, 1H); 7.42
(d, J=8.75 Hz, 2H), 6.53 (d, J=8.75 Hz, 2H), 5.74 (s,
2H), 5.04 (s, 1H), 3.88 (t, J=7.5 Hz, 4H), 2.70 (d,
J=5.0 Hz, 3H), 2.28 (qi, J=7.5 Hz, 2H); MS (ISP):
m/e 335 [M+H]+. Anal. (C14H18N6O2S) C, H, N, S.
5.1.3.10. 4-Amino-N-(6-ethylamino-2-isopropylamino-
pyrimidin-4-yl)-benzenesulfonamide 6l
From 5c and ethylamine: white crystals (43%); m.p.:
1
266–267°C; H-NMR (DMSO): 10.25 (br, s, 1H), 7.40
5.1.3.5. 4-Amino-N-(2-methylamino-6-pyrrolidin-1-yl-
pyrimidin-4-yl)-benzenesulfonamide 6f
(d, J=8.75 Hz, 2H), 7.25 (br, s, 1H), 6.51 (d, J=8.75
Hz, 2H), 6.35 (br, s, 1H), 5.67 (s, 2H), 5.25 (s, 1H), 3.95
(sext, J=6.5 Hz, 1H), 3.20 (q, J=7.25 Hz, 2H), 1.11 (d,
J=6.5 Hz, 6H), 1.05 (t, J=7.25 Hz, 3H): MS (ISN):
m/e 349 [M−H]−. Anal. (C15H22N6O2S) C, H, N, S.
From 5a and pyrrolidine: beige crystals (63%); m.p.:
1
>300°C; H-NMR (DMSO): 10.75 (br, s, 1H), 7.43 (d,
J=8.75 Hz, 2H), 6.52 (d, J=8.75 Hz, 3H), 5.70 (s, 2H),
5.21 (s, 1H), 3.0–3.5 (m, 4H), 2.73 (d, J=4.5 Hz, 3H),
1.86 (br, s, 4H); MS (ISN): m/e 347 ( M−H)−. Anal.
(C15H20N6O2S) C, H, N, S.
5.1.3.11. 4-Amino-N-(2-dimethylamino-6-methylamino-
pyrimidin-4-yl)-benzenesulfonamide 6m
From 5g [27] and methylamine: beige crystals (21%);
m.p.: 253–254°C; H-NMR (DMSO): 10.20 (br, s, 1H);
7.48 (d, J=8.75 Hz, 2H), 6.50 (br, s, 1H), 6.54 (d,
J=8.75 Hz, 2H), 5.90 (s, 2H), 5.34 (s, 1H), 2.98 (s, 6H),
2.68 (s, 3H); MS (ISP): m/e 323 [M+H]+. Anal.
(C13H18N6O2S) C, H, N.
5.1.3.6. 4-Amino-N-(2-ethylamino-6-methylamino-
pyrimidin-4-yl)-benzenesulfonamide 6g
1
From 5b with methylamin: beige crystals (54%); m.p.:
1
261–263°C; H-NMR (DMSO): 10.50 (br, s, 1H); 7.41
(d, J=8.75 Hz, 2H), 7.25 (br, s, 1H), 6.52 (d, J=8.75
Hz, 3H), 5.70 (br, s, 2H), 5.30 (br, s, 1H), 3.23 (m,
J=6.75 Hz, 2H), 2.68 (br, s, 3H), 1.06 (t, J=6.75 Hz,
3H); MS (ISP): m/e 323 [M+H]+.
5.1.3.12. 4-Amino-N-(2-dimethylamino-6-ethylamino-
pyrimidin-4-yl)-benzenesulfonamide 6n
From 5g and ethylamine: beige crystals (40%); m.p.:
237–238°C; H-NMR (DMSO): 10.20 (br, s, 1H), 7.48
(d, J=8.75 Hz, 2H), 6.90 (br, s, 1H), 6.55 (d, J=8.75
Hz, 2H), 5.90 (br, s, 2H); 5.35 (s, 1H); 3.16 (m, 2H);
2.96 (s, 6H); 1.05 (t, J=7.25 Hz, 3H); MS (ISP): m/e
337 [M+H]+. Anal. (C14H20N6O2S) C, H, N, S.
1
5.1.3.7. 4-Amino-N-(6-ethylamino-2-isopropylamino-
pyrimidin-4-yl)-benzenesulfonamide 6i
From 5b with isopropylamine: white crystals (43%);
m.p.: 266–267°C; 1H-NMR (DMSO): 10.25 (s, 1H),
7.40 (d, J=8.75 Hz, 2H), 7.25 (br, s, 1H), 6.51 (d,
J=8.75 Hz, 2H), 6.35 (br, s, 1H), 5.67 (s, 2H), 5.25 (s,
1H), 3.95 (sext, J=6.5 Hz, 1H), 3.2 (br, s, 2H), 1.11 (d,
J=6.5 Hz, 6H), 1.05 (t, J=7.25 Hz, 3H); MS (ISN):
m/e 349 [M−H]−. Anal. (C15H22N6O2S) C, H, N, S.
5.1.3.13. 4-Amino-N-(6-azetidin-1-yl-2-
dimethylamino-pyrimidin-4-yl)-benzenesulfonamide 6p
From 5g and azetidine: beige crystals (61%); m.p.:
1
239–240°C; H-NMR (DMSO): 10.25 (br, s, 1H); 7.48
5.1.3.8. 4-Amino-N-(6-dimethylamino-2-ethylamino-
pyrimidin-4-yl)-benzenesulfonamide 6j
(d, J=8.75 Hz, 2H), 6.55 (d, J=8.75 Hz, 2H), 5.94 (s,
2H), 5.11 (s, 1H); 3.85 (t, J=7.25 Hz, 4H); 2.94 (s, 6H),
2.25 (p, J=7.25 Hz, 2H); MS (ISP): m/e 349 [M+H]+.
Anal. (C15H20N6O2S) C, H, N, S.
From 5b with dimethylamine: white crystals (83%);
1
m.p.: 301–302°C; H-NMR (DMSO): 10.50 (br, s, 1H);