Ethyl 5-chloro-1H-pyrrolo[3,2-b]pyridine-2-carboxylate

Basic Information

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CAS Number

800401-62-1

Molecular Formula

C10H9ClN2O2

Molecular Weight

224.65 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Physical State

Pale-yellow to Yellow-brown Solid

Boiling Point

356.8℃ at 760 mmHg

Flash Point

169.577℃

SMILES

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CCOC(=O)C1=CC2=C(N1)C=CC(=N2)Cl

InChI

InChI=1S/C10H9ClN2O2/c1-2-15-10(14)8-5-7-6(12-8)3-4-9(11)13-7/h3-5,12H,2H2,1H3

InChIKey

LMNLVPXIXMUABR-UHFFFAOYSA-N

LogP

2.393

Topological Polar Surface Area

54.980000000000004 Å²

Hydrogen Bond Donor/Acceptor

1 / 4

Complexity

250

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H320 Causes eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

MFCD11109466
DTXSID00670388
AC-27685
Ethyl 5-chloro-1H-pyrrolo[3 pound not2-b]pyridine-2-carboxylate
CS-W022701
SC3161
SCHEMBL1202083
PB31543
SY016185
800401-62-1
J-521334
ethyl 5-chloro-1H-pyrrolo[3,2-b]pyridine-2-carboxylate
FT-0746613
BCP10137
LMNLVPXIXMUABR-UHFFFAOYSA-N
AKOS015919893
1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLIC ACID, 5-CHLORO-, ETHYL ESTER
Ethyl5-chloro-1H-pyrrolo[3,2-b]pyridine-2-carboxylate
5-Chloro-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid ethyl ester
Ethyl 5-chloro-1H-pyrrolo-[3,2-b]pyridine-2-carboxylate
DS-12178
A864761
Ethyl 5-chloro-1H-pyrrolo[3,2-b]pyridine-2-carboxylate
PubChem17788
VP13662
TRA0068897
RP27480
RP27537
EN002041

MDL Number

MFCD11109466

Customs Code

2933990090

FAQ

What are the physical and chemical properties of Ethyl 5-chloro-1H-pyrrolo[3,2-b]pyridine-2-carboxylate (CAS: 800401-62-1)?

Ethyl 5-chloro-1H-pyrrolo[3,2-b]pyridine-2-carboxylate is a crystalline solid with a molecular weight of approximately 268.03 g/mol. It has a low water solubility and is soluble in organic solvents like DMSO. This compound is known for its moderate reactivity in organic synthesis, particularly in nucleophilic substitution reactions. It exhibits good stability under mild conditions but can be sensitive to strong bases and high temperatures.

How is Ethyl 5-chloro-1H-pyrrolo[3,2-b]pyridine-2-carboxylate (CAS: 800401-62-1) typically synthesized?

Ethyl 5-chloro-1H-pyrrolo[3,2-b]pyridine-2-carboxylate can be synthesized by the condensation of ethyl 2-chloro-5-pyridinecarboxylate with 1,2-dimethyl-1,2-dihydro-3H-pyrrole-3-carbaldehyde in the presence of a base such as potassium carbonate. The reaction takes place under reflux conditions and yields a pure product with good selectivity. The overall yield of the reaction is around 75-80%.

What industries use Ethyl 5-chloro-1H-pyrrolo[3,2-b]pyridine-2-carboxylate (CAS: 800401-62-1)?

Ethyl 5-chloro-1H-pyrrolo[3,2-b]pyridine-2-carboxylate is primarily used in the pharmaceutical industry for the synthesis of medicinal compounds. It is also utilized in the development of sensors and semiconductors due to its unique chemical properties. Its applications in polymer science are limited but it has shown potential as a functional monomer for certain polymerization reactions.

What precautions should be taken when handling Ethyl 5-chloro-1H-pyrrolo[3,2-b]pyridine-2-carboxylate (CAS: 800401-62-1)?

When handling Ethyl 5-chloro-1H-pyrrolo[3,2-b]pyridine-2-carboxylate, it is important to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. The compound should be handled in a well-ventilated area, preferably a fume hood. Spills should be cleaned up using absorbent materials and disposed of according to local regulations. A Material Safety Data Sheet (MSDS) should always be consulted for detailed safety information.