TERT-BUTYL 4-CHLORO-3-IODOPYRIDIN-2-YLCARBAMATE
- Product Name
- TERT-BUTYL 4-CHLORO-3-IODOPYRIDIN-2-YLCARBAMATE
- CAS No.
- 868733-96-4
- Chemical Name
- TERT-BUTYL 4-CHLORO-3-IODOPYRIDIN-2-YLCARBAMATE
- Synonyms
- Methyl 2-fluoro-7-methylbenzoate;2-Boc-amino-3-iodo-4-chloropyridine;2-(Boc-amino)-4-chloro-3-iodopyridine;TERT-BUTYL 4-CHLORO-3-IODOPYRIDIN-2-YLCARBAMATE;tert-butyl 4-chloro-3-iodopyridinI-2-ylcarbaMate;tert-butyl N-(4-chloro-3-iodopyridin-2-yl)carbamate;(4-chloro-3-iodopyridin-2-yl)-carbamic acid tert-butyl ester;TERT-BUTYL 4-CHLORO-3-IODOPYRIDIN-2-YLCARBAMATE ISO 9001：2015 REACH;Carbamic acid, N-(4-chloro-3-iodo-2-pyridinyl)-, 1,1-dimethylethyl ester
- CBNumber
- CB62454324
- Molecular Formula
- C10H12ClIN2O2
- Formula Weight
- 354.57
- MOL File
- 868733-96-4.mol
TERT-BUTYL 4-CHLORO-3-IODOPYRIDIN-2-YLCARBAMATE Property
- Boiling point:
- 334.1±42.0 °C(Predicted)
- Density
- 1.723±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- pka
- 11.10±0.70(Predicted)
- Appearance
- off-white solid
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321Specific treatment (see … on this label).
P330Rinse mouth.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- 123026
- Product name
- 2-(Boc-amino)-4-chloro-3-iodopyridine
- Purity
- 95+%
- Packaging
- 1g
- Price
- $479
- Updated
- 2021/12/16
- Product number
- HCH0420440
- Product name
- TERT-BUTYL 4-CHLORO-3-IODOPYRIDIN-2-YLCARBAMATE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $529.2
- Updated
- 2021/12/16
- Product number
- W8918
- Product name
- 2-Boc-Amino-3-iodo-4-chloropyridine
- Packaging
- 10g
- Price
- $1543
- Updated
- 2021/12/16
- Product number
- HCH0420440
- Product name
- TERT-BUTYL 4-CHLORO-3-IODOPYRIDIN-2-YLCARBAMATE
- Purity
- 95.00%
- Packaging
- 10G
- Price
- $1559.25
- Updated
- 2021/12/16
- Product number
- A263075
- Product name
- 2-Boc-Amino-3-iodo-4-chloropyridine
- Purity
- 98%
- Packaging
- 100mg
- Price
- $56
- Updated
- 2021/12/16
TERT-BUTYL 4-CHLORO-3-IODOPYRIDIN-2-YLCARBAMATE Chemical Properties,Usage,Production
Synthesis
130721-78-7
868733-96-4
General procedure for the synthesis of tert-butyl 4-chloro-3-iodopyridin-2-yl carbamate from 2-BOC-amino-4-chloropyridine: tert-butyl (4-chloropyridin-2-yl)carbamate (5 g, 21.87 mmol) was added to a 250 mL round bottom flask and dissolved in tetrahydrofuran (THF, 109 mL). The stirred solution was cooled to -78 °C in a dry ice bath. Subsequently, N,N,N',N'-tetramethylethylenediamine (TMEDA, 8.25 mL, 54.7 mmol) was added and the flask was flushed with nitrogen. Next, a hexane solution (21.87 mL, 54.7 mmol) of 2.5 M n-butyllithium (n-BuLi) was slowly added over 30 min. The mixture was stirred at -78 °C for 1 h and then treated dropwise with a solution of anhydrous THF (16 mL) with iodine (13.87 g, 54.7 mmol) at -78 °C. After dropwise addition, the reaction was continued to stir at -78 °C for 30 min and then slowly warmed to room temperature. The reaction mixture was treated with a solution of sodium bisulfite (16 g) in water (100 mL), stirred for 30 min and subsequently extracted with ethyl acetate (EtOAc). The organic phase was washed with brine, dried over anhydrous magnesium sulfate (MgSO4) and concentrated under reduced pressure. The product was purified by fast chromatography: using a 90 g silica gel column equilibrated first with dichloromethane (DCM), after loading the sample, 0 mL of the initial waste solution was collected, and the grades were sized at 27 mL (18 × 150 mm column) and eluted with a gradient of methanol (MeOH) in dichloromethane (0% [180 mL], 0-5% [360 mL], 5% [700 mL]). The grades containing the product were collected and concentrated under reduced pressure to give tert-butyl (4-chloro-3-iodopyridin-2-yl)carbamate (6.59 g, 85% yield) as a yellow solid.1H NMR (400 MHz, chloroform-d) δ ppm 8.28 (d, J = 5.0 Hz, 1H), 7.43 (br.s, 1H), 7.10 (d, J = 5.0 Hz. 1H), 1.56 (s, 9H).
References
[1] Patent: US2013/245042, 2013, A1. Location in patent: Paragraph 0040
[2] Patent: US2005/245530, 2005, A1. Location in patent: Page/Page column 46
[3] Journal of Medicinal Chemistry, 2009, vol. 52, # 5, p. 1251 - 1254
[4] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 1, p. 114 - 120
[5] Molecules, 2012, vol. 17, # 9, p. 10683 - 10707,25
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View Lastest Price from TERT-BUTYL 4-CHLORO-3-IODOPYRIDIN-2-YLCARBAMATE manufacturers
- Product
- TERT-BUTYL 4-CHLORO-3-IODOPYRIDIN-2-YLCARBAMATE 868733-96-4
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons min
- Release date
- 2021-09-02