Tert-butyl 4-(2-carbamoylbenzofuran-5-yl)piperazine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 4-(2-carbamoylbenzofuran-5-yl)piperazine-1-carboxylate
• CAS No.: 183288-44-0
• Molecular Formula: C18H23N3O4
• Molecular Weight: 345.398
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID90459987
• Wikidata: Q72510432
• Mol file: 183288-44-0.mol

Synonyms:183288-44-0;Tert-butyl 4-(2-carbamoylbenzofuran-5-yl)piperazine-1-carboxylate;tert-butyl 4-(2-carbamoyl-1-benzofuran-5-yl)piperazine-1-carboxylate;4-[2-(Aminocarbonyl)-5-benzofuranyl]-1-piperazinecarboxylic Acid tert-Butyl Ester;1-Piperazinecarboxylic acid, 4-[2-(aminocarbonyl)-5-benzofuranyl]-, 1,1-dimethylethyl ester;5-(4-tert-butoxycarbonyl-1-piperazinyl)benzofuran-2-carboxamide;SCHEMBL1769434;DTXSID90459987;AMY21587;CS-M1870;AKOS016004216;tert-butyl 4-[2-(aminocarbonyl)-1-benzofuran-5-yl]piperazine-1-carboxylate;CS-T-02142;CS-13074;FT-0720913;A880833;J-011732;5-(4-tert-butoxycarbonyl-1-piperazinyl)-benzofuran-2-carboxamide;5-(4-tert-butoxycarbonylpiperazin-1-yl)benzofuran-2-carboxamide;1-piperazinecarboxylic acid,4-(2-(aminocarbonyl)-5-benzofuranyl)-,tert-butyl ester;1-Piperazinecarboxylic acid,4-[2-(aminocarbonyl)-5-benzofuranyl]-,1,1-dimethylethyl ester;5-(4-tert-Butoxycarbonyl-2-piperazinyl)benzofuran-2-carboxaMide;tert-Butyl 4-(2-carbaMoylbenzofuran-5-yl)piperazine-1-carboxylate;4-[2-(Aminocarbonyl)-5-benzofuranyl]-1-piperazinecarboxylic acid 1,1-dimethylethyl ester;5-(4-tert-Butoxycarbonyl-1-piperazinyl)benzofuran-2-carboxamide

Chemical Property of Tert-butyl 4-(2-carbamoylbenzofuran-5-yl)piperazine-1-carboxylate

Chemical Property:

• Boiling Point: 544℃
• Flash Point: 283℃
• PSA: 89.01000
• Density: 1.253
• LogP: 3.29200
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 345.16885622
• Heavy Atom Count: 25
• Complexity: 511

Purity/Quality:

98.5% ^*data from raw suppliers

4-[2-(Aminocarbonyl)-5-benzofuranyl]-1-piperazinecarboxylicAcidtert-ButylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCN(CC1)C2=CC3=C(C=C2)OC(=C3)C(=O)N
• Uses: Intermediate in the synthesis of Vilazodone

Technology Process of Tert-butyl 4-(2-carbamoylbenzofuran-5-yl)piperazine-1-carboxylate

There total 1 articles about Tert-butyl 4-(2-carbamoylbenzofuran-5-yl)piperazine-1-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:

P(t-Bu)3 + t-OBu + 5-bromo-2-carboxamidobenzo[b]furan (35351-21-4) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-(2-carbamoyl-1-benzofuran-5-yl)piperazine-1-carboxylate (183288-44-0) + 5-(1-piperazinyl)benzofuran-2-carboxamide (183288-46-2)

Guidance literature:

With hydrogenchloride; Pd(dba)2; In diethylene glycol dimethyl ether; water;

Reference yield: 77.86%

tert-butyl 4-(2-carbamoyl-1-benzofuran-5-yl)piperazine-1-carboxylate (183288-44-0) → 5-(1-piperazinyl)benzofuran-2-carboxamide (183288-46-2)

Guidance literature:

With hydrogenchloride; In water; at 35 - 50 ℃; for 1h; Large scale;

DOI:10.1021/op500070t

upstream raw materials:

5-bromo-2-carboxamidobenzo[b]furan

1-t-Butoxycarbonylpiperazine

Downstream raw materials:

5-(1-piperazinyl)benzofuran-2-carboxamide

Refernces