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Chapter – 1 Preparation and Yield optimization.....<br />

1.6.1.1 FRAGMENTATION PATTERN FOR DNJ-102<br />

N<br />

146 m/e<br />

CH 3<br />

N – Methyl – N - [(2 – methyl - 2, 3 – dihydro - 1H – indol – 1 - yl) methyl]<br />

aniline (DNJ-206)<br />

N<br />

H 2<br />

N<br />

160 m/e<br />

CH 3<br />

130 m/e<br />

+ .<br />

NH<br />

CH 3<br />

CH 3<br />

[3]<br />

1. The target compound showed characteristic molecular ion peak.<br />

2. Cleavage of the bonds between C15-C16 and C18-C19 gave<br />

characteristic peak at 216 m/e. [1]<br />

3. Cleavage of the bonds between C14-C15 and C14-C19 gave<br />

characteristic peak 190 m/e. [2]<br />

+ .<br />

[2]<br />

CH 3<br />

N<br />

O<br />

+ .<br />

100 m/e<br />

+ .<br />

15<br />

[4]<br />

16<br />

C<br />

H 3<br />

14<br />

Department of Chemistry, <strong>Saurashtra</strong> <strong>University</strong>, Rajkot-360 005 47<br />

[1]<br />

11<br />

10<br />

13<br />

12<br />

N<br />

N<br />

CH 3<br />

190 m/e<br />

9<br />

N 8<br />

5<br />

6<br />

232 m/e<br />

CH 3<br />

17<br />

7<br />

N 4<br />

O 1<br />

CH 3<br />

3<br />

2<br />

+ .<br />

[4]<br />

15<br />

16<br />

14<br />

11<br />

10<br />

13<br />

12<br />

130 m/e<br />

[5]<br />

118 m/e<br />

9<br />

NH<br />

8<br />

NH<br />

+ .<br />

CH 3<br />

17<br />

+ .

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