2-CHLORO-5,6,7,8,9,10-HEXAHYDROCYCLOHEPTA[B]INDOLE-6-CARBOXAMIDE synthesis

3synthesis methods

Product Name:2-CHLORO-5,6,7,8,9,10-HEXAHYDROCYCLOHEPTA[B]INDOLE-6-CARBOXAMIDE
CAS Number:371219-74-8
Molecular formula:C14H15ClN2O
Molecular Weight:262.73

2-Chloro-5,6,7,8,9,10-hexahydro-cyclohepta[b]indole-6-carboxylic acid methyl ester

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2-CHLORO-5,6,7,8,9,10-HEXAHYDROCYCLOHEPTA[B]INDOLE-6-CARBOXAMIDE

371219-74-8
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Yield:371219-74-8 21%

Reaction Conditions:

with ammonia in methanol at 90; for 48 h;Inert atmosphere;

Steps:

6

Preparation of 2-chloro-5,6,7,8,9,10-hexahvdrocvcloheptarblindole-6- carboxamide: Methyl 2-chloro-5,6,7,8,9,10-hexahydrocyclohepta[b]indole-6- carboxylate (10 g, 36 mmol) was dissolved in 7 N ammonia in methanol (350 mL) and transferred to Parr pressure reactor. The reaction vessel was purged briefly to displace any air with Nitrogen. The reaction was then heated to 90 ⁰C for 48 h. The reaction was cooled to r.t. and the solvent removed in vacuo, the crude residue was applied to a Biotage and eluted with grading (1/1 heptane/ ethyl acetate to 0/1 heptane/ ethyl acetate) to afford product as an off white foam, which was triturated with DCM to afford pure product 2g (21%) as an off white solid.

References:

WO2010/54382,2010,A1 Location in patent:Page/Page column 58

Methyl 3-broMo-2-oxocycloheptanecarboxylate

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371219-74-8
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References

52784-32-4
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$77.00/1g

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References

2-CHLORO-5,6,7,8,9,10-HEXAHYDROCYCLOHEPTA[B]INDOLE-6-CARBOXAMIDE Related Search:

INDOLO(2,3-B)CYCLOHEPTENE