Ethyl 2-amino-6-bromo-4-(1-cyano-2-ethoxy-2-oxoethyl)-4H-chromene-3-carboxylate

Base Information

• Chemical Name: Ethyl 2-amino-6-bromo-4-(1-cyano-2-ethoxy-2-oxoethyl)-4H-chromene-3-carboxylate
• CAS No.: 65673-63-4
• Molecular Formula: C17H17BrN2O5
• Molecular Weight: 409.2313
• Hs Code.: 2932209090
• NSC Number: 720569
• DSSTox Substance ID: DTXSID20274403
• Nikkaji Number: J1.372.397D
• Wikidata: Q27166151
• ChEMBL ID: CHEMBL288542
• Mol file: 65673-63-4.mol

Synonyms:2-amino-6-bromo-alpha-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic acid ethyl ester;ethyl 2-amino-6-bromo-4-(1-cyano-2-ethoxy-2-oxoethyl)-4H-chromene-3-carboxylate;HA 14-1;HA14-1

Chemical Property of Ethyl 2-amino-6-bromo-4-(1-cyano-2-ethoxy-2-oxoethyl)-4H-chromene-3-carboxylate

Chemical Property:

• Vapor Pressure: 1.59E-11mmHg at 25°C
• Melting Point: 105oC
• Boiling Point: 535.1°Cat760mmHg
• Flash Point: 277.4°C
• PSA: 111.64000
• Density: 1.48g/cm³
• LogP: 3.06168
• Storage Temp.: −20°C
• Solubility.: DMSO: 26 mg/mL
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 408.03208
• Heavy Atom Count: 25
• Complexity: 611

Purity/Quality:

97% ^*data from raw suppliers

HA 14-1 ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(OC2=C(C1C(C#N)C(=O)OCC)C=C(C=C2)Br)N
• Uses: HA14-1 is a cell-permeable, nonpeptidic Bcl-2 inhibitor.

Technology Process of Ethyl 2-amino-6-bromo-4-(1-cyano-2-ethoxy-2-oxoethyl)-4H-chromene-3-carboxylate

There total 2 articles about Ethyl 2-amino-6-bromo-4-(1-cyano-2-ethoxy-2-oxoethyl)-4H-chromene-3-carboxylate 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: 97.0%

ethyl 2-cyanoacetate (105-56-6) + 5-bromosalicyclaldehyde (1761-61-1) → ethyl 2-amino-6-bromo-4-(1-cyano-2-ethoxy-2-oxoethyl)-4H-chromene-3-carboxylate (65673-63-4)

Guidance literature:

potassium-exchanged zirconium hydrogen phosphate; at 40 ℃; for 3h;

DOI:10.1016/j.tetlet.2005.03.075

Reference yield:

→ ethyl 2-amino-6-bromo-4-(1-cyano-2-ethoxy-2-oxoethyl)-4H-chromene-3-carboxylate (65673-63-4)

Guidance literature:

aus /BRN= 774710/ u. NC-CH2-COOC2H5, Ammoniumacetat;

upstream raw materials:

ethyl 2-cyanoacetate

5-bromosalicyclaldehyde

Refernces

• 1、 Panja, Sumit Kumar,Dwivedi, Nidhi,Saha, Satyen. "First report of the application of simple molecular complexes as organo-catalysts for Knoevenagel condensation". . p. 65526 - 65531. Retrieved 2015/08/18.
• 2、 Feducovich,Elinson,Dorofeev,Gorbunov,Nasybullin,Stepanov,Nikishin. "Electrocatalytic chain transformation of salicylaldehyde and CH acids into substituted 4H-chromenes". experimental part. p. 595 - 600. Retrieved 2009/05/15.