(R)-5-Bromo-3-((1-methylpyrrolidin-2-yl)methyl)-1H-indole

Product Name: (R)-5-Bromo-3-((1-methylpyrrolidin-2-yl)methyl)-1H-indole
CAS No.: 143322-57-0
Chemical Name: (R)-5-Bromo-3-((1-methylpyrrolidin-2-yl)methyl)-1H-indole
Synonyms: 5-Bromo Eletriptan;Eletriptan Impurity 9;Eletriptan Impurity B;Eletriptan intermediate;Eletriptan InterMediates;Eletriptan intermediate 2;Eletriptan Related Compound B;5-broMo-3-[[(2R)-1-Methyl-2-pyrrolidinyl]Methyl]-;(R)-5-Bromo-3-((1-Methylpyrrolidin-2-Yl)-1H-Indole;5-BROMO-3-(1-METHYL PYRROLIDIN-2-YL METHYL)-1H-INDOLE
CBNumber: CB8946935
Molecular Formula: C14H17BrN2
Formula Weight: 293.2
MOL File: 143322-57-0.mol

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(R)-5-Bromo-3-((1-methylpyrrolidin-2-yl)methyl)-1H-indole Property

Boiling point:: 412.9±25.0 °C(Predicted)
Density: 1.418±0.06 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: DMSO (Slightly), Methanol (Slightly)
pka: 16.28±0.30(Predicted)
form: Solid
color: Off-White to Dark Yellow
InChI: InChI=1S/C14H17BrN2/c1-17-6-2-3-12(17)7-10-9-16-14-5-4-11(15)8-13(10)14/h4-5,8-9,12,16H,2-3,6-7H2,1H3/t12-/m1/s1
InChIKey: JCXOJXALBTZEFE-GFCCVEGCSA-N
SMILES: N1C2=C(C=C(Br)C=C2)C(C[C@H]2CCCN2C)=C1
CAS DataBase Reference: 143322-57-0(CAS DataBase Reference)

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Safety

Hazard Codes: T,N
Risk Statements: 20/22-39-41-43-48/25-62-50/53
Safety Statements: 53-45-60-61
HS Code: 2933998350

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 1234475
Product name: Eletriptan Related Compound B
Purity: United States Pharmacopeia (USP) Reference Standard
Packaging: 20MG
Price: $715
Updated: 2025/07/31

TRC

Product number: B685640
Product name: (R)-5-Bromo-3-(N-methylpyrrolidin-2-ylmethyl)-1H-indole
Packaging: 5g
Price: $725
Updated: 2021/12/16

TRC

Product number: B685640
Product name: (R)-5-Bromo-3-(N-methylpyrrolidin-2-ylmethyl)-1H-indole
Packaging: 500mg
Price: $360
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB19105
Product name: R-5-Bromo-3-(N-methylpyrrolidin-2-ylmethyl)-1H-indole
Packaging: 25mg
Price: $363.5
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB19105
Product name: R-5-Bromo-3-(N-methylpyrrolidin-2-ylmethyl)-1H-indole
Packaging: 5mg
Price: $109.9
Updated: 2021/12/16

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(R)-5-Bromo-3-((1-methylpyrrolidin-2-yl)methyl)-1H-indole Chemical Properties,Usage,Production

Chemical Properties

Light Brown Solid

Uses

5-Bromo Eletriptan is an impurity of Eletriptan (E505000), which is A serotonin 5-HTIB/ID receptor agonist, used for the treatment of migraine headaches.

Synthesis

1196663-29-2

143322-57-0

The general procedure for the synthesis of (R)-5-bromo-3-(1-methyl-2-pyrrolidinylmethyl)-1H-indole from the compound (CAS:1196663-29-2) is as follows: Example 26; Preparation of BIP from BIP oxalate salt BIP oxalate (170 g, 0.4435 mol) and deionized water (1500 mL) were stirred at 15 °C. The pH was adjusted to 7.8 using aqueous sodium carbonate (70.5 g, 0.6650 mol, dissolved in 200 mL of deionized water.) Toluene (1000 mL) was added and stirred for 30 min at 30-35°C. The organic and aqueous layers were separated and the aqueous layer was extracted with toluene (500 mL). Separate the organic and aqueous layers again. The organic layer was combined and washed with 10% (w/v) sodium carbonate aqueous solution. After separating the organic and aqueous layers, the organic layer was concentrated to 70% of the original volume (~1050 mL) at 50-55°C under reduced pressure. The concentrate was gradually cooled to 5-10 °C with stirring to precipitate a solid product. The solid was collected by filtration and washed sequentially with cold toluene (100 mL) and n-heptane (100 mL). After drying, 117.0 g of product was obtained; yield: 90.5%; purity: 99.12% (as BIP).

References

[1] Patent: US2009/299077, 2009, A1. Location in patent: Page/Page column 9-10
[2] Patent: WO2010/121673, 2010, A1. Location in patent: Page/Page column 21-23
[3] Patent: WO2012/25772, 2012, A1. Location in patent: Page/Page column 5

(R)-5-Bromo-3-((1-methylpyrrolidin-2-yl)methyl)-1H-indole Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from (R)-5-Bromo-3-((1-methylpyrrolidin-2-yl)methyl)-1H-indole manufacturers

Career Henan Chemical Co

Product: (R)-5-Bromo-3-((1-methylpyrrolidin-2-yl)methyl)-1H-indole 143322-57-0
Price: US $1.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 100kg
Release date: 2019-05-23

143322-57-0, (R)-5-Bromo-3-((1-methylpyrrolidin-2-yl)methyl)-1H-indoleRelated Search:

Indometacin N-Methyl-2-pyrrolidone Kresoxim-methyl METSULFURON METHYL Methyl salicylate Thiophanate-methyl 5-[2-(benzenesulfonyl)ethyl]-3-[[(2R)-1-methyl-1-oxidopyrrolidin-1-ium-2-yl]methyl]-1H-indole Eletriptan Indole Indole-3-acetic acid Polyvinylpyrrolidone Tribenuron methyl 1-Hexadecylpyridinium bromide Methyl Methyl bromide Bromine (R)-5-Bromo-3-((1-methylpyrrolidin-2-yl)methyl)-1H-indole bromo-Dragonfly

5-BROMO-3-(1-METHYL PYRROLIDIN-2-YL METHYL)-1H-INDOLE

1H-Indole,5-broMo-3-[[(2R)-1-Methyl-2-pyrrolidinyl]Methyl]-

(R)-5-BROMO-3-[(1-METHYL-2-PYRROLIDINYL)METHYL1]-1H-INDOLE

5-Bromo-3-(1-Methylpyrrolidin-2(R)-ylmethyl)-1H-Indole

5-bromo-3-[[(2R)-1-methyl-2-pyrrolidinyl]methyl]-1H-Indole

Eletriptan intermediate 2

(R)-5-Bromo-3-((1-methylpyrrolidin-2-yl)methyl)-1H-indole

5-Bromo-3-[((2R)-1-methylpyrrolidin-2-yl)methyl]-1H-indole

Eletriptan intermediate

1H-Indole, 5-bromo-3-[(1-methyl-2-pyrrolidinyl)methyl]-, (R)-

5-broMo-3-[[(2R)-1-Methyl-2-pyrrolidinyl]Methyl]-

Eletriptan InterMediates

(R)-5 BROMO-3-((1-METHYLPYRROLIDINE-2-YL)METHYL)-1H-INDOLE

Eletriptan Impurity 9

(R)-5-Bromo-3-((1-Methylpyrrolidin-2-Yl)-1H-Indole

5-Bromo-3-(((R)-1-methyl pyrrolidine-2-yl) methyl)-1H-indole

Eletriptan Related Compound B

Eletriptan Impurity B

5-Bromo Eletriptan

143322-57-0

Chiral Reagents

Indole Derivatives

Intermediates & Fine Chemicals

Pharmaceuticals

API intermediates

Pharmaceutical material and intermeidates