143322-56-9

143322-56-9 - Names and Identifiers

Name	Intermediate of Eletriptan
Synonyms	Intermediate of Eletriptan (R)-5-bromo-3-[(1-methyl-2-pyrrolidinyl)methyl]-1H-indole Benzyl (2R)-2-[(5-bromo-1H-indol-3-yl)carbonyl]pyrrolidine-1-carboxylate (R)-2-[(5-Bromo-1H-indol-3-yl)carbonyl]-1-pyrrolidinecarboxylic acid benzyl ester 1-pyrrolidinecarboxylic acid, 2-[(5-bromo-1H-indol-3-yl)carbonyl]-, phenylmethyl ester, (2R)-
CAS	143322-56-9
InChI	InChI=1/C21H19BrN2O3/c22-15-8-9-18-16(11-15)17(12-23-18)20(25)19-7-4-10-24(19)21(26)27-13-14-5-2-1-3-6-14/h1-3,5-6,8-9,11-12,19,23H,4,7,10,13H2/t19-/m1/s1

143322-56-9 - Physico-chemical Properties

Molecular Formula	C14H17BrN2
Molar Mass	427.291
Density	1.505g/cm³
Boling Point	605°C at 760 mmHg
Flash Point	319.7°C
Vapor Presure	1.38E-14mmHg at 25°C
pKa	14.40±0.30(Predicted)
Storage Condition	2-8°C
Refractive Index	1.678
Use	Intermediate

143322-56-9 - Upstream Downstream Industry

Raw Materials	N-Benzyloxycarbonyl-D-proline (R)-N-[(phenylmethoxy)carbonyl]-2-pyrrolidinecarbonyl chloride Ethylmagnesium bromide Sodium bicarbonate Methylmagnesium chloride 5-Bromoindole
Downstream Products	Eletriptan hydrobromide

143322-56-9 - Preparation solution concentration reference

	1mg	5mg	10mg
1 mM	2.34 ml	11.702 ml	23.403 ml
5 mM	0.468 ml	2.34 ml	4.681 ml
10 mM	0.234 ml	1.17 ml	2.34 ml
5 mM	0.047 ml	0.234 ml	0.468 ml

Last Update：2024-01-02 23:10:35

143322-56-9 - Preparation

The preparation method of the irittretan intermediate (R)-3-(N-benzyloxycarbonylpyrrolidin-2-ylcarbonyl)-5-bromo-1H-indole published at home and abroad is only reported above, This method uses Grignard reagent-ethylmagnesium bromide as a condensing agent, and there are many shortcomings: Grignard reagent is unstable in nature; high requirements for preparation and operating conditions, and there are; the content of the finished products sold in the market is unstable, the quality is poor and the cost is more expensive, the reaction region selectivity is poor, and more 1-bit substitution by-products are generated, resulting in low yield and purity, so it is not suitable for large-scale industrial production.

Last Update：2024-04-10 22:29:15