[jonisoft]

Hello, working on a school project! Need some help to write the mechanism of this molecule. The problem is how to make the ring closing..

[Jiro]

first you would need to these conditions H2/lindler to hydrogenate that alkyl group to a a Cis-double bond.

[AWK]

Read something on Chichibabin reaction

[jonisoft]

I think i solved it:

[AWK]

NaNH2 introduces aminogroup into pyridines in alpha-position, next cyclization

[jonisoft]

"NaNH2 introduces aminogroup into pyridines in alpha-position, next cyclization "

If so you will have 2st nucleophiles, no cyclization..
The alkyn hydrogen are very acidic and the NaNH2 will surtently reakt with that in the first steep.

[AWK]

THis is a multistep reaction. Jonisoft is right. To proceed we need much more NaNH2

[Arsenic]

:protection of the acidic hydrogen of acetylene
:Chichibabin (NaNH2)
: LiCl,Na2CO3,DMF,100'c or CuI,DMF,80'C (1,2)
:deprotection

if you have chosen the starting material yourself I reccomend changing it else you need to protect/deprotect  the acidic hydrogen of acetylene

ref:
two methods for the synthesis azaindoles
1)Tetrahedron Lett., 1998,39,5355
2)Tetrahedron Lett., 1998,39,5159