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Chapter – 3 Preparation of small library…..
8. After N19-C20 bond cleavage, N18-N19 bond cleavage gave
characteristic peak at 147 m/e. [10]
9. After N18-N19 bond cleavage, C10-N18 bond cleavage gave
10.
characteristic peak at 132 m/e. [11]
After C10-N18 bond cleavage, C9-O17 bond cleavage gave characteristic
peak at 119 m/e. [12]
3.6.1.1 FRAGMENTATION PATTERN FOR DNJ-1301
O
6
O 1
5
2
NH
N
4
3
N
N
CH 3
O
NH
O
CH 3
CH 3
28
27
26
27
26
O 26 CH3 27
21
O
22
21
O
20
22
21
20
22
20
23
23
NH
23
N 19
NH
18
24
N 19
NH
18
24
N 19
16
18
24
10
16
15 11
CH3 [2] 10
16
25 15 11
CH3 [3] 10
9
25
15 11
CH [4]
3
O 9
25
14 12
17
O 9
14 12
17
O
13 N 14 12
17
8
13 N
H 13 N
7
8
H
8
[1]
+.
91 m/e
386 m/e
299 m/e
CH 3
3-(1, 3-benzothiazol-2-ylimino)-1-(morpholin-4-ylmethyl)-1, 3-dihydro-2H-
indol-2-one (DNJ-1401)
15
14
+.
[10]
16
13
15
14
10
11
9
12
N
H
8
160 m/e
N 18
16
13
O
NH 2
19
O 17
N
NH
18
CH 3
10
11
9
12
N
H
8
147 m/e
+.
100 m/e
+.
[9]
+.
O 17
15
14
287 m/e
16
13
CH 3
28
16
[11] [12]
15
14
N 18
10
11
9
12
N
H
8
175 m/e
+.
13
10
11
9
12
N
H
8
132 m/e
CH 3
20
NH
19
O 17
1. The target compound showed characteristic molecular ion peak.
2. C21-N13 bond cleavage gave two characteristic peaks at 279 m/e and
104 m/e. [1]
3. O25-C24 and O25-C26 bond cleavages gave characteristic peak at 365
m/e. [2]
Department of Chemistry, Saurashtra University, Rajkot – 360 005 163
+.
O 17
272 m/e
N
H
15
14
15
14
16
13
N 18
10
11
9
12
N
H
8
16
13
O
21
22
20
23
N 18
NH
19
10
11
9
12
N
H
8
O 17
NH
19
26
H3C 24
O 17
CH 3
27
CH3 O 26
21
22
20
23
H3C 24
O
O 21
+. 21 +. 22
20
20
+. CH3 NH 23
NH
N 19
N 19
18
18
16
16
10
[8]
10 [7] 15 11
15 11
9 O
9 O
14 12
17
14 12
17
13 N
13 N
H
H 8
8
188 m/e
117 m/e
+.
+.
[5]
[6]
216 m/e
259 m/e
245 m/e
+.
+.