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Chapter – 4 Studies on different types of reactions…..<br />
6. C16-C17 bond cleavage gave characteristic peak at 215 m/e. [5]<br />
4.11.1.2 FRAGMENTATION PATTERN FOR DNJ-804<br />
8<br />
9<br />
8<br />
9<br />
7<br />
10<br />
6<br />
5<br />
O 1<br />
4<br />
449 m/e<br />
7<br />
10<br />
6<br />
5<br />
204 m/e<br />
O 1<br />
4<br />
OH<br />
14<br />
2<br />
3<br />
29<br />
30<br />
31<br />
2<br />
3<br />
29<br />
30<br />
31<br />
O 11<br />
12<br />
O 13<br />
O 11<br />
12<br />
O 13<br />
15<br />
21<br />
N 20<br />
28<br />
33<br />
32<br />
CH 3<br />
15<br />
21<br />
16<br />
17<br />
N 19<br />
18<br />
CH3 16<br />
17<br />
18<br />
N 20<br />
28<br />
33<br />
32<br />
+.<br />
+.<br />
N 19<br />
22<br />
22<br />
23<br />
23<br />
3-{[3-(4-fluorophenyl)-1-phenyl-1H-pyrazol-4-yl] methylene}-2H-<br />
chromene-2, 4(3H)-dione (DNJ-905)<br />
27<br />
27<br />
24<br />
24<br />
265 m/e<br />
26<br />
26<br />
25<br />
25<br />
Cl<br />
34<br />
Cl<br />
34<br />
[1]<br />
[4]<br />
+.<br />
8<br />
9<br />
8<br />
9<br />
7<br />
8<br />
9<br />
10<br />
7<br />
10<br />
6<br />
5<br />
7<br />
10<br />
215 m/e<br />
6<br />
5<br />
O 1<br />
4<br />
6<br />
5<br />
469 m/e<br />
189 m/e<br />
[5]<br />
[3]<br />
OH<br />
14<br />
O 1<br />
O 1<br />
4<br />
OH<br />
14<br />
2<br />
3<br />
4<br />
OH<br />
14<br />
1. The target compound showed characteristic molecular ion peak (BASE<br />
PEAK.<br />
2. Loss of fluorine atom gave characteristic peak at 393 m/e. [1]<br />
3. Loss of two carbonyl groups, substituted at C2 and C4 position gave<br />
characteristic peak at 381 m/e (C2-C11 and C4-C18 bond cleavages). [2]<br />
4. After C2-C11 and C4-C18 bond cleavages, loss of flurorine atom gave<br />
characteristic peak at 365 m/e (C22-F31 bond cleavage). [3]<br />
5. N16-C25 bond cleavage gave characteristic peak at 333 m/e. [4]<br />
6. C14-C19 bond cleavage gave characteristic peak at 318 m/e. [5]<br />
Department of Chemistry, <strong>Saurashtra</strong> <strong>University</strong>, Rajkot – 360 005 237<br />
2<br />
3<br />
2<br />
3<br />
29<br />
30<br />
31<br />
O 11<br />
12<br />
O 13<br />
29<br />
30<br />
31<br />
O 11<br />
12<br />
O 13<br />
O 11<br />
12<br />
O 13<br />
15<br />
21<br />
N 20<br />
28<br />
33<br />
32<br />
29<br />
30<br />
31<br />
+.<br />
H2C 15<br />
21<br />
N 20<br />
28<br />
33<br />
32<br />
+.<br />
15<br />
CH 2<br />
16<br />
16<br />
17<br />
21<br />
16<br />
17<br />
N 20<br />
28<br />
33<br />
32<br />
N 19<br />
N 19<br />
18<br />
17<br />
18<br />
N 19<br />
18<br />
22<br />
23<br />
22<br />
23<br />
27<br />
27<br />
279 m/e<br />
22<br />
23<br />
24<br />
24<br />
27<br />
254 m/e<br />
26<br />
25<br />
26<br />
25<br />
24<br />
26<br />
[2]<br />
25<br />
Cl<br />
34<br />
Cl<br />
34<br />
Cl<br />
34<br />
+.<br />
+.<br />
29<br />
30<br />
31<br />
12<br />
O 13<br />
8<br />
9<br />
15<br />
21<br />
7<br />
10<br />
N 20<br />
28<br />
33<br />
32<br />
16<br />
17<br />
6<br />
5<br />
N 19<br />
18<br />
O 1<br />
4<br />
OH<br />
14<br />
22<br />
23<br />
2<br />
3<br />
27<br />
307 m/e<br />
O 11<br />
24<br />
26<br />
25<br />
+.<br />
162 m/e<br />
Cl<br />
34<br />
+.
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