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tert-butyl 2-chloro-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate

Product Name
tert-butyl 2-chloro-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate
CAS No.
1151665-15-4
Chemical Name
tert-butyl 2-chloro-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate
Synonyms
2-chloro-7,8-dihydro-, 1,1-diMethylethyl ester;6-Boc-2-chloro-5,6,7,8-tetrahydro-1,6-naphthyridine;tert-Butyl 2-chloro-7,8-dihydro-1,6-naphthyridine-6(5H);tert-Butyl2-chloro-7,8-dihydro-1,6-naphthyridine-6(5H)-carbo...;tert-butyl 2-chloro-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxyl;tert-butyl 2-chloro-7,8-dihyd0-1,6-naphthyridine-6(5H)-carboxylate;tert-butyl 2-chloro-7,8-dihydro-5H-1,6-naphthyridine-6-carboxylate;ert-butyl 2-chloro-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate;tert-butyl 2-chloro-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate;tert-butyl 2-chloro-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carboxylate
CBNumber
CB32469826
Molecular Formula
C13H17ClN2O2
Formula Weight
268.74
MOL File
1151665-15-4.mol
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tert-butyl 2-chloro-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate Property

Boiling point:
372.9±42.0 °C(Predicted)
Density 
1.223
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
0.58±0.20(Predicted)
Appearance
White to off-white Solid
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Safety

HazardClass 
IRRITANT
HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H272May intensify fire; oxidizer

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P220Keep/Store away from clothing/…/combustible materials.

P221Take any precaution to avoid mixing with combustibles/…

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

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.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P370+P378In case of fire: Use … for extinction.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
T135595
Product name
tert-Butyl2-Chloro-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate
Packaging
50mg
Price
$45
Updated
2021/12/16
AK Scientific
Product number
X9106
Product name
tert-Butyl2-chloro-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate
Packaging
100mg
Price
$120
Updated
2021/12/16
Activate Scientific
Product number
AS13360
Product name
6-Boc-2-chloro-5,6,7,8-tetrahydro-1,6-naphthyridine
Purity
97+%
Packaging
250mg
Price
$126
Updated
2021/12/16
Matrix Scientific
Product number
057990
Product name
tert-Butyl 2-chloro-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate
Purity
95%
Packaging
5g
Price
$945
Updated
2021/12/16
AK Scientific
Product number
X9106
Product name
tert-Butyl2-chloro-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate
Packaging
250mg
Price
$147
Updated
2021/12/16
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tert-butyl 2-chloro-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate Chemical Properties,Usage,Production

Synthesis

766545-20-4

24424-99-5

1151665-15-4

A slurry was formed in dichloromethane (DCM, 1 L) using 2-chloro-5,6,7,8-tetrahydro-1,6-naphthyridine hydrochloride (106.1 g, 517 mmol) and N,N-diisopropylethylamine (80 g, 108 mL, 621 mmol, 1.2 equiv.) as starting materials. A solution of di-tert-butyl dicarbonate (119 g, 543 mmol, 1.05 eq.) in DCM (100 mL) was slowly added through the addition funnel over a period of 1 hour. The reaction mixture was gradually converted to a clarified solution, followed by continued stirring at room temperature for 1 h. The reaction progress was monitored by LCMS. Upon completion of the reaction, the mixture was concentrated. The concentrated residue was dissolved in ethyl acetate (EtOAc, 1 L), washed sequentially with water (3 x 300 mL) and brine (300 mL), and the organic phase was dried with anhydrous magnesium sulfate (MgSO4). The solvent was removed by evaporation under reduced pressure to afford 2-chloro-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylic acid 1,1-dimethylethyl ester as an off-white solid (139 g, yield: 100%). The product was characterized by 1H NMR (400 MHz, CDCl3) and LCMS: 1H NMR δ 1.49 (9H, s), 2.97 (2H, t, J = 5.9 Hz), 3.73 (2H, t, J = 6.0 Hz), 4.57 (2H, s), 7.17 (1H, d, J = 8.0 Hz), 7.38 (1H, d, J = 8.0 Hz) ppm; LCMS m/z: 269 (M + 1).

References

[1] Patent: US2012/244110, 2012, A1. Location in patent: Page/Page column 61
[2] Journal of Medicinal Chemistry, 2014, vol. 57, # 8, p. 3430 - 3449
[3] Patent: EP3252059, 2017, A1. Location in patent: Paragraph 0335; 0338; 0339
[4] Patent: WO2009/121812, 2009, A1. Location in patent: Page/Page column 78
[5] Patent: WO2013/79452, 2013, A1. Location in patent: Page/Page column 138; 139

tert-butyl 2-chloro-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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tert-butyl 2-chloro-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate Suppliers

China 95 Germany 1 India 1 United Kingdom 1 United States 9 Global 107
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View Lastest Price from tert-butyl 2-chloro-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
tert-butyl 2-chloro-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate 1151665-15-4
Price
US $0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1000kg
Release date
2025-06-29
Career Henan Chemical Co
Product
tert-butyl 2-chloro-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate 1151665-15-4
Price
US $3.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
100KG
Release date
2020-02-01

1151665-15-4, tert-butyl 2-chloro-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylateRelated Search:

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