(4-CHLORO-PYRIDIN-2-YL)-CARBAMIC ACID TERT-BUTYL ESTER
- Product Name
- (4-CHLORO-PYRIDIN-2-YL)-CARBAMIC ACID TERT-BUTYL ESTER
- CAS No.
- 130721-78-7
- Chemical Name
- (4-CHLORO-PYRIDIN-2-YL)-CARBAMIC ACID TERT-BUTYL ESTER
- Synonyms
- tert-Butyl (4-chloropyridin-2-yl)carbamate;2-BOC-AMINO-4-CHLOROPYRIDINE;ert-Butyl(4-chloropyridin-2-yl)carbamate;tert-butyl N-(4-chloro-2-pyridyl)carbamate;tert-butyl N-(4-chloropyridin-2-yl)carbamate;(4-CHLORO-PYRIDIN-2-YL)-CARBAMIC ACID TERT-BUTYL ESTER;Carbamic acid, N-(4-chloro-2-pyridinyl)-, 1,1-dimethylethyl ester;(4-CHLORO-PYRIDIN-2-YL)-CARBAMIC ACID TERT-BUTYL ESTER ISO 9001：2015 REACH;tert-butyl 4-chloropyridin-2-ylcarbamate,(4-Chloro-pyridin-2-yl)-carbamic acid tert-butyl ester,tert-Butyl (4-chloropyridin-2-yl)carbamate,(4-Chloro-Pyridin-2-YL)-Carbamic Acid Tert-Butyl Ester,2-Boc-amino-4-chloropyridine
- CBNumber
- CB2278180
- Molecular Formula
- C10H13ClN2O2
- Formula Weight
- 228.68
- MOL File
- 130721-78-7.mol
(4-CHLORO-PYRIDIN-2-YL)-CARBAMIC ACID TERT-BUTYL ESTER Property
- Melting point:
- (dec)
- Boiling point:
- 274℃
- Density
- 1.245
- Flash point:
- 120℃
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- pka
- 11.89±0.70(Predicted)
- Appearance
- White to off-white Solid
- InChI
- InChI=1S/C10H13ClN2O2/c1-10(2,3)15-9(14)13-8-6-7(11)4-5-12-8/h4-6H,1-3H3,(H,12,13,14)
- InChIKey
- ATOQLEMIFREXLS-UHFFFAOYSA-N
- SMILES
- C(OC(C)(C)C)(=O)NC1=NC=CC(Cl)=C1
N-Bromosuccinimide Price
- Product number
- ADE000275
- Product name
- (4-Chloro-pyridin-2-yl)-carbamic acid tert-butyl ester
- Purity
- Aldrich
- Packaging
- 1g
- Price
- $761
- Updated
- 2023/06/20
- Product number
- C381283
- Product name
- (4-Chloro-pyridin-2-yl)-carbamic acid tert-butyl ester
- Packaging
- 1g
- Price
- $95
- Updated
- 2021/12/16
- Product number
- C381283
- Product name
- (4-Chloro-pyridin-2-yl)-carbamic acid tert-butyl ester
- Packaging
- 5g
- Price
- $305
- Updated
- 2021/12/16
- Product number
- 018229
- Product name
- (4-Chloro-pyridin-2-yl)-carbamic acidtert-butyl ester
- Packaging
- 25g
- Price
- $355
- Updated
- 2021/12/16
- Product number
- A981
- Product name
- 2-Boc-amino-4-chloropyridine
- Packaging
- 25g
- Price
- $467
- Updated
- 2021/12/16
(4-CHLORO-PYRIDIN-2-YL)-CARBAMIC ACID TERT-BUTYL ESTER Chemical Properties,Usage,Production
Uses
tert-Butyl (4-chloropyridin-2-yl)carbamate is used as an organic synthesis intermediate and a pharmaceutical intermediate for laboratory research and development processes and in the synthesis of pharmaceutical chemicals.
Synthesis
19798-80-2
24424-99-5
130721-78-7
LHMDS (1 M tetrahydrofuran solution, 17.11 mL, 17.11 mmol) was dissolved in tetrahydrofuran (5 mL) at -5 °C and tetrahydrofuran solution (5 mL) of 4-chloropyridin-2-amine (1 g, 7.78 mmol) was slowly added and stirred for 5 min. Subsequently, tetrahydrofuran solution (5 mL) of di-tert-butyl dicarbonate (Boc2O, 1.898 mL, 8.18 mmol) was added to the reaction mixture. The reaction system was maintained at 0°C and stirring was continued for 2 h. Upon completion of the reaction, the reaction was quenched by the addition of aqueous ammonium chloride solution. The pH of the reaction solution was adjusted to 6 with 1.5 N hydrochloric acid, followed by extraction with ethyl acetate (3 x 15 mL). The organic phases were combined and washed sequentially with sodium bicarbonate solution (15 mL), water (15 mL) and brine (15 mL). The organic phase was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (gradient elution with ethyl acetate/petroleum ether) to afford the target product tert-butyl (4-chloropyridin-2-yl)carbamate (1.435 g, 6.28 mmol, 81% yield). The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 10.10 (s, 1H), 8.23 (d, J = 5.20 Hz, 1H), 7.88 (d, J = 2.00 Hz, 1H), 7.15 (dd, J = 2.00, 5.20 Hz, 1H), 1.48 (s, 9H).
References
[1] Angewandte Chemie - International Edition, 2015, vol. 54, # 20, p. 6037 - 6040
[2] Angew. Chem., 2015, vol. 127, # 20, p. 6135 - 6138,4
[3] Patent: WO2015/116060, 2015, A1. Location in patent: Page/Page column 97
[4] Patent: JP2015/528018, 2015, A. Location in patent: Paragraph 0198
[5] Patent: WO2011/139891, 2011, A1. Location in patent: Page/Page column 54
(4-CHLORO-PYRIDIN-2-YL)-CARBAMIC ACID TERT-BUTYL ESTER Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from (4-CHLORO-PYRIDIN-2-YL)-CARBAMIC ACID TERT-BUTYL ESTER manufacturers
- Product
- (4-CHLORO-PYRIDIN-2-YL)-CARBAMIC ACID TERT-BUTYL ESTER 130721-78-7
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons min
- Release date
- 2021-09-03
- Product
- (4-CHLORO-PYRIDIN-2-YL)-CARBAMIC ACID TERT-BUTYL ESTER 130721-78-7
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 200kg
- Release date
- 2018-12-24