5-Bromo-2-methoxypyridine-3-carbaldehyde

Base Information

• Chemical Name: 5-Bromo-2-methoxypyridine-3-carbaldehyde
• CAS No.: 103058-87-3
• Molecular Formula: C7H6BrNO2
• Molecular Weight: 216.034
• Hs Code.: 29333990
• European Community (EC) Number: 622-914-4
• DSSTox Substance ID: DTXSID20363962
• Wikidata: Q72446427
• Mol file: 103058-87-3.mol

Synonyms:103058-87-3;5-Bromo-2-methoxypyridine-3-carbaldehyde;5-Bromo-2-methoxynicotinaldehyde;5-Bromo-2-methoxy-pyridine-3-carbaldehyde;5-Bromo-2-methoxypyridine-3-carboxaldehyde;3-Pyridinecarboxaldehyde, 5-bromo-2-methoxy-;MFCD05663521;SCHEMBL671095;DTXSID20363962;BCP23172;AKOS015834218;CS-W003227;PB24869;BP-11888;DS-13047;SY027526;AM20050622;FT-0642518;A25852;EN300-222269;5-BROMO-2-METHOXY-3-PYRIDINECARBOXALDEHYDE;Q-103386;Z1269239272

Chemical Property of 5-Bromo-2-methoxypyridine-3-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.00424mmHg at 25°C
• Melting Point: 103.2-103.3 °C
• Refractive Index: 1.591
• Boiling Point: 278.5 °C at 760 mmHg
• PKA: -0.76±0.20(Predicted)
• Flash Point: 122.2 °C
• PSA: 39.19000
• Density: 1.606 g/cm³
• LogP: 1.66520
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 214.95819
• Heavy Atom Count: 11
• Complexity: 142

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Bromo-2-methoxy-pyridine-3-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=N1)Br)C=O
• Uses: 5-Bromo-2-methoxypyridine-3-carboxaldehyde is used as a synthetic building block. It is also used as an pharmaceutical intermediate. 5-Bromo-2-methoxy-pyridine-3-carbaldehyde was used as a reactant in the assessment of novel series of selective CB2 agonists using parallel synthesis protocols.

Technology Process of 5-Bromo-2-methoxypyridine-3-carbaldehyde

There total 7 articles about 5-Bromo-2-methoxypyridine-3-carbaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.6%

(5-bromo-2-methoxy-pyridin-3-yl)-methanol (351410-47-4) → 5-bromo-2-methoxypyridine-3-carboxaldehyde (103058-87-3)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 2h;

Reference yield:

3,5-dibromo-2-methoxypyridine (13472-60-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 5-bromo-2-methoxypyridine-3-carboxaldehyde (103058-87-3)

Guidance literature:

3,5-dibromo-2-methoxypyridine; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 0.25h;

N,N-dimethyl-formamide; In diethyl ether; hexane; at -50 ℃; for 0.5h;

Reference yield:

2-methoxypyridine (1628-89-3) → 5-bromo-2-methoxypyridine-3-carboxaldehyde (103058-87-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / anhydrous sodium acetate, Br₂ / acetic acid / 1.) 80 deg C, 6 h, 2.) 25 deg C, 16 h;

2: 1.) n-butyllithium / 1.) ether, hexane, -70 deg C, 10 min, 2.) -55 to -70 deg C, 15 min;

With n-butyllithium; bromine; sodium acetate; In acetic acid;

upstream raw materials:

3,5-dibromo-2-methoxypyridine

N,N-dimethyl-formamide

2-methoxypyridine

5-bromo-2-chloronicotinic acid

Downstream raw materials:

(E)-3-(5-Bromo-2-methoxy-3-pyridinyl)-1-(3,4-dichlorophenyl)-2-propen-1-one

(E)-3-(5-Bromo-2-methoxy-3-pyridinyl)-1-(4-methylphenyl)-2-propen-1-one

5-cyclopropyl-2-methoxynicotinaldehyde

Refernces

• 1、 -. "Nitrogen-containing heterocyclic compound as well as preparation method, pharmaceutical composition and application thereof". . . Retrieved 2020/05/02.