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510297

Sigma-Aldrich

5-Bromo-2-methoxypyridine

95%

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About This Item

Empirical Formula (Hill Notation):
C6H6BrNO
CAS Number:
13472-85-0
Molecular Weight:
188.02
MDL number:
MFCD01318952
UNSPSC Code:
12352100
PubChem Substance ID:
24873491
NACRES:
NA.22
Pricing and availability is not currently available.

Assay

95%

refractive index

n20/D 1.555 (lit.)

bp

80 °C/12 mmHg (lit.)

density

1.453 g/mL at 25 °C (lit.)

functional group

bromo

SMILES string

COc1ccc(Br)cn1

InChI

1S/C6H6BrNO/c1-9-6-3-2-5(7)4-8-6/h2-4H,1H3

InChI key

XADICJHFELMBGX-UHFFFAOYSA-N

Application

A building block for the β-alanine moiety of an αvβ3 antagonist[1][2] and for the synthesis of a potent and selective somatostatin sst3 receptor antagonist.[3]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

204.8 °F - closed cup

Flash Point(C)

96 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000109592
0000053279
BGBC5322V
0000052339
BGBB5744V

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[Pd2(dba)3] x dba Umicore

Sigma-Aldrich

683345

[Pd2(dba)3] x dba

Nobuyoshi Yasuda et al.
The Journal of organic chemistry, 69(6), 1959-1966 (2004-04-03)
A practical preparation of an alpha(v)beta(3) antagonist is reported. The antagonist consists of three key components, a tetrahydronaphthyridine moiety, a beta-alanine moiety, and a central imidazolidone moiety. The tetrahydronaphthyridine component was prepared using two different methods, both of which relied
Tetrahedron Asymmetry, 14, 3469-3469 (2003)
Negishi Cross-Coupling Reactions Catalyzed by an Aminophosphine-Based Nickel System: A Reliable and General Applicable Reaction Protocol for the High-Yielding Synthesis of Biaryls.
Gerber R and Frech CM.
Chemistry (Weinheim An Der Bergstrasse, Germany), 17(42), 11893-11904 (2011)
A scaleable synthesis of methyl 3-amino-5-(4-fluorobenzyl)-2-pyridinecarboxylate.
Organic Process Research & Development 11.5 (2007): 899-902
Boros EE, et al.
Organic Process Research & Development, 11(5), 899-902 (2007)
Jiabing Wang et al.
Bioorganic & medicinal chemistry letters, 14(4), 1049-1052 (2004-03-12)
A series of 3-substituted tetrahydro-[1,8]naphthyridine containing alpha(v)beta(3) antagonists was prepared. A comparison of their in vitro IC(50) values to the electron properties of the 3-substituents revealed a good linear Hammett correlation (rho=-1.96, R(2)=0.959). Electron-withdrawing groups at the 3-position of the
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