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tert-Butyl (4-chloro-3-formylpyridin-2-yl)carbamate

Product Name
tert-Butyl (4-chloro-3-formylpyridin-2-yl)carbamate
CAS No.
868736-42-9
Chemical Name
tert-Butyl (4-chloro-3-formylpyridin-2-yl)carbamate
Synonyms
KML-82;KML-114;CAS:868736-42-9;2-(Boc-aMino)-4-chloronicotinaldehyde;2-(BOC-AMINO)-4-CHLORO-3-FORMYLPYRIDINE;tert-butyl N-(4-chloro-3-formyl-2-pyridyl)carbamate;tert-Butyl (4-chloro-3-formylpyridin-2-yl)carbamate;tert-butyl N-(4-chloro-3-forMylpyridin-2- yl)carbaMate;Carbamic acid, N-(4-chloro-3-formyl-2-pyridinyl)-, 1,1-dimethylethyl ester
CBNumber
CB52507034
Molecular Formula
C11H13ClN2O3
Formula Weight
256.69
MOL File
868736-42-9.mol
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tert-Butyl (4-chloro-3-formylpyridin-2-yl)carbamate Property

storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
solid
Appearance
Off-white to light yellow Solid
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Safety

Risk Statements 
43
Safety Statements 
36/37
HazardClass 
IRRITANT
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

Precautionary statements

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
ADE000812
Product name
tert-Butyl 4-chloro-3-formylpyridin-2-ylcarbamate
Purity
Aldrich<SUP>CPR</SUP>
Packaging
1 g
Price
$817
Updated
2025/07/31
SynQuest Laboratories
Product number
4H51-5-10
Product name
tert-Butyl N-(4-chloro-3-formylpyridin-2-yl)carbamate
Packaging
5G
Price
$1350
Updated
2021/12/16
SynQuest Laboratories
Product number
4H51-5-10
Product name
tert-Butyl N-(4-chloro-3-formylpyridin-2-yl)carbamate
Packaging
250mg
Price
$129
Updated
2021/12/16
AK Scientific
Product number
V8241
Product name
tert-Butyl4-chloro-3-formylpyridin-2-ylcarbamate
Packaging
250mg
Price
$157
Updated
2021/12/16
Matrix Scientific
Product number
055596
Product name
tert-Butyl 4-chloro-3-formylpyridin-2-ylcarbamate
Packaging
100mg
Price
$237
Updated
2021/12/16
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tert-Butyl (4-chloro-3-formylpyridin-2-yl)carbamate Chemical Properties,Usage,Production

Synthesis

130721-78-7

68-12-2

868736-42-9

The general procedure for the synthesis of tert-butyl 4-chloro-3-formylpyridine-2-carbamate from 2-BOC-amino-4-chloropyridine and N,N-dimethylformamide was as follows: firstly, tert-butyl (4-chloropyridin-2-yl)carbamate (15.0 g, 65.59 mmol) was dissolved in THF (300 mL) and the solution was cooled down to -78 °C. Under stirring, nBuLi (55.1 mL, 2.50 M, 137.7 mmol) was slowly added dropwise over 20 min. The reaction mixture was continued stirring at -78 °C for 30 min to form a pale yellow solution. Subsequently, DMF (15.1 mL, 196.8 mmol) was added dropwise over 5 minutes and stirring was continued at -78 °C for 1 hour. Upon completion of the reaction, the reaction was quenched with MeOH (2 eq.) and subsequently concentrated. After addition of HCl (16 mL), the mixture was concentrated again. The residue was suspended in EtOAc and washed sequentially with 5% NaHCO3 solution and brine before evaporating the solvent. The crude product was suspended in hexane (100 mL) and the precipitate was collected by filtration to afford the target intermediate tert-butyl 4-chloro-3-formylpyridine-2-carbamate (12.8 g, 76% yield) as a white solid.

References

[1] Patent: US2012/190654, 2012, A1. Location in patent: Page/Page column 12
[2] Journal of Medicinal Chemistry, 2010, vol. 53, # 8, p. 3330 - 3348
[3] Patent: WO2018/170284, 2018, A1. Location in patent: Paragraph 00263
[4] Journal of Medicinal Chemistry, 2009, vol. 52, # 5, p. 1251 - 1254
[5] Patent: US2013/237555, 2013, A1. Location in patent: Paragraph 0168

tert-Butyl (4-chloro-3-formylpyridin-2-yl)carbamate Preparation Products And Raw materials

Raw materials

Preparation Products

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tert-Butyl (4-chloro-3-formylpyridin-2-yl)carbamate Suppliers

China 65 Germany 1 India 1 United States 7 Global 74
BOC Sciences
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Matrix Scientific
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868736-42-9, tert-Butyl (4-chloro-3-formylpyridin-2-yl)carbamateRelated Search:


  • tert-Butyl (4-chloro-3-formylpyridin-2-yl)carbamate
  • CAS:868736-42-9
  • 2-(BOC-AMINO)-4-CHLORO-3-FORMYLPYRIDINE
  • tert-butyl N-(4-chloro-3-forMylpyridin-2- yl)carbaMate
  • 2-(Boc-aMino)-4-chloronicotinaldehyde
  • tert-butyl N-(4-chloro-3-formyl-2-pyridyl)carbamate
  • Carbamic acid, N-(4-chloro-3-formyl-2-pyridinyl)-, 1,1-dimethylethyl ester
  • KML-82
  • KML-114
  • 868736-42-9