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Chapter – 2 Microwave assisted simple and fast…..
2.6.1.2 FRAGMENTATION PATTERN FOR DNJ-402
91 m/e
O
H
N
+.
O
N
+.
O
N
172 m/e
146 m/e
N
CH 3
CH 3
CH 3
O N
H
118 m/e 130 m/e
O
+.
+.
N
CH 3
O
120 m/e
+.
[11]
[12]
[13]
1-(3-morpholin-4-ylpropyl)-1H-indole-2, 3-dione (DNJ-502)
1. The target compound showed characteristic molecular ion peak.
2. O1-C2 and O1-C6 bond cleavages gave characteristic peak at 262 m/e.
[1]
3. After O1-C2 and O1-C6 bond cleavages, C2-C3 bond cleavage gave
characteristic peak at 246 m/e. [2]
4. After C2-C3 bond cleavage, C5-C6 bond cleavage gave characteristic
peak at 234 m/e. [3]
5. After C5-C6 bond cleavage, C3-N4 bond cleavage and subsequently N4-
C5 bond cleavage gave two characteristic peaks at 218 m/e and 205
m/e respectively. [4] & [5]
+.
17
16
CH 3
18
15
17
16
O 8
17
16
172 m/e
13
14
18
15
O 8
18
15
7
13
14
O 8
5
7
6
13
14
12
11
N
10
12
11
N
10
N 4
7
9
3
2
CH 3
19
18
12
17 13
[1] 16
15
14
11
N
10
CH3 19
[2]
O
1 260 m/e
CH3 245 m/e 6
12 +. 18
12 +.
17 13
11
N
10
CH3 19
[5] 16
15
14
11
N
10
9
NH 2
4
[6] [6]
+.
186 m/e
Department of Chemistry, Saurashtra University, Rajkot – 360 005 91
+.
O 8
O 8
5
7
H3C 5
N 4
7
9
9
NH
4
208 m/e
3
CH 3
2
CH 3
19
17
16
17
16
18
15
18
15
O 8
O 8
13
14
5
13
14
H3C 5
7
12
11
N
10
N 4
CH 3
6
7
9
12
11
N
10
N 4
9
223 m/e
CH 3
9
CH 3
3
CH 3
3
CH 3
19
229 m/e
17
18
13
12
17
18
13
12
CH3 19 16
15
14
11
N
10
CH3 19
[7]
16
15
14
11
N
10
CH3 19
[8]
9
9
9
7
172 m/e
H3C 7
158 m/e
+.
NH2 4
17
18
13
12 +.
17
18
13
12 +.
118 m/e
N
H
[10] 16 14
15
130 m/e
11
N
H
10
CH3 19
[9] 16
11
14
15 N
10
146 m/e
+.
[4]
+.
[3]
+.
+.
CH 3
19
CH 3
19