3-BROMO-5-(2-PYRROLIDINYL)PYRIDINE
- Product Name
- 3-BROMO-5-(2-PYRROLIDINYL)PYRIDINE
- CAS No.
- 71719-06-7
- Chemical Name
- 3-BROMO-5-(2-PYRROLIDINYL)PYRIDINE
- Synonyms
- (R,S)-3-BroMo Nornicotine;3-BROMO-5-PYRROLIDIN-2-YL-PYRIDINE;3-BROMO-5-(2-PYRROLIDINYL)PYRIDINE;5-BROMO-3-(2-PYRROLIDINYL)PYRIDINE;Pyridine, 3-bromo-5-(2-pyrrolidinyl)-;(S)-3-bromo-5-(pyrrolidin-2-yl)pyridine hydrochloride
- CBNumber
- CB9280676
- Molecular Formula
- C9H11BrN2
- Formula Weight
- 227.1
- MOL File
- 71719-06-7.mol
3-BROMO-5-(2-PYRROLIDINYL)PYRIDINE Property
- Boiling point:
- 295.4±40.0 °C(Predicted)
- Density
- 1.434±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C(protect from light)
- pka
- 8.56±0.10(Predicted)
- Appearance
- Colorless to light yellow Liquid
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P310Immediately call a POISON CENTER or doctor/physician.
N-Bromosuccinimide Price
- Product number
- B686195
- Product name
- (RS)-3-BromoNornicotine
- Packaging
- 100mg
- Price
- $140
- Updated
- 2021/12/16
- Product number
- B686195
- Product name
- (RS)-3-BromoNornicotine
- Packaging
- 1g
- Price
- $1100
- Updated
- 2021/12/16
- Product number
- FB19031
- Product name
- (R,S)-3-Bromo nornicotine
- Packaging
- 1g
- Price
- $1365
- Updated
- 2021/12/16
- Product number
- FB19031
- Product name
- (R,S)-3-Bromo nornicotine
- Packaging
- 500mg
- Price
- $755
- Updated
- 2021/12/16
- Product number
- 1142AC
- Product name
- 3-Bromo-5-(2-pyrrolidinyl)pyridine
- Packaging
- 2.5g
- Price
- $765
- Updated
- 2021/12/16
3-BROMO-5-(2-PYRROLIDINYL)PYRIDINE Chemical Properties,Usage,Production
Uses
3-Bromo-5-(2-pyrrolidinyl)pyridine is a Nornicotine (N757000) analog used as haptens for immunoassays.
Synthesis
64319-85-3
71719-06-7
General procedure for the synthesis of 3-bromo-5-(2-pyrrolidinyl)pyridine from 3-bromo-5-(3,4-dihydro-2H-pyrrol-5-yl)pyridine: 3-bromo-5-(3,4-dihydro-2H-pyrrol-5-yl)pyridine (2.0 g, 8.8 mmol) was dissolved in 80 mL of a mixed solvent of 80:20 (v/v) methanol/acetic acid, and the reaction was carried out using a dry ice-acetonitrile bath The reaction mixture was cooled to -40 °C. Sodium borohydride (747 mg, 19.75 mmol) was added to the reaction mixture in batches under vigorous stirring, and the addition process was controlled to be completed within 10 min. During the addition process, the reaction temperature was increased to -20 °C. After the reaction mixture warmed up to room temperature, most of the solvent was removed using a rotary evaporator. Water (200 mL) was added to the residue and the solution was adjusted to alkaline with sodium hydroxide. Subsequently, extraction was performed with dichloromethane (2 x 90 mL). The organic phases were combined, washed with saturated saline, dried over anhydrous potassium carbonate, filtered and concentrated. The crude product was purified by silica gel column chromatography (10×4 cm) with eluent of 1:1 (v/v) ethyl acetate-methanol to afford the target compound 3-bromo-5-(2-pyrrolidinyl)pyridine as a yellow oil in 1.8 g (90% yield). The product was structurally confirmed by NMR hydrogen (400 MHz, CDCl3) and carbon (100 MHz, CDCl3) spectra.
References
[1] Journal of Medicinal Chemistry, 1996, vol. 39, # 17, p. 3235 - 3237
[2] Journal of Organic Chemistry, 1998, vol. 63, # 4, p. 1109 - 1118
[3] Patent: US2016/375131, 2016, A1. Location in patent: Paragraph 0082
[4] ACS Combinatorial Science, 2017, vol. 19, # 5, p. 286 - 298
[5] Journal of Organic Chemistry, 2001, vol. 66, # 12, p. 4115 - 4121
3-BROMO-5-(2-PYRROLIDINYL)PYRIDINE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 3-BROMO-5-(2-PYRROLIDINYL)PYRIDINE manufacturers
- Product
- 3-bromo-5-pyrrolidin-2-ylpyridine 71719-06-7
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 1ton
- Release date
- 2020-01-10