5-BROMO-2-(4-BOC-PIPERAZIN-1-YL)PYRIMIDINE

Base Information

• Chemical Name: 5-BROMO-2-(4-BOC-PIPERAZIN-1-YL)PYRIMIDINE
• CAS No.: 374930-88-8
• Molecular Formula: C13H19 Br N4 O2
• Molecular Weight: 343.223
• Hs Code.: 2933990090
• Mol file: 374930-88-8.mol

Synonyms:5-Bromo-2-(4-Boc-piperazin-1-yl)pyrimidine;5-Bromo-2-[4-(tert-butyloxycarbonyl)piperazin-1-yl]pyrimidine; tert-Butyl4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate

Chemical Property of 5-BROMO-2-(4-BOC-PIPERAZIN-1-YL)PYRIMIDINE

Chemical Property:

• Vapor Pressure: 2.53E-08mmHg at 25°C
• Boiling Point: 451°Cat760mmHg
• PKA: 3.46±0.42(Predicted)
• Flash Point: 226.5°C
• PSA: 58.56000
• Density: 1.414g/cm³
• LogP: 2.29910
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

99%, ^*data from raw suppliers

5-Bromo-2-(4-BOC-piperazin-1-yl)pyrimidine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-BROMO-2-(4-BOC-PIPERAZIN-1-YL)PYRIMIDINE

There total 2 articles about 5-BROMO-2-(4-BOC-PIPERAZIN-1-YL)PYRIMIDINE 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: 92.0%

5-Bromo-2-chloropyrimidine (32779-36-5) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate (374930-88-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tert-butyl alcohol; at 150 ℃; for 0.5h; Microwave irradiation;

DOI:10.1021/acs.jmedchem.8b01365

Reference yield: 88.0%

2,5-dibromopyrimidine (32779-37-6) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate (374930-88-8)

Guidance literature:

With potassium carbonate; In acetonitrile; at 80 ℃; for 12h; Sealed tube; Inert atmosphere;

DOI:10.3390/molecules24183234

Reference yield: 93.0%

tert-butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate (374930-88-8) + (S)-(+)-methyl 2-<(trimethylsilyl)methyl>amino-3-phenylpropionate (220438-32-4) → tert-butyl (S)-4-(5-(((1-methoxy-1-oxo-3-phenylpropan-2-yl)amino)methyl)pyrimidin-2-yl)piperazine-1-carboxylate

Guidance literature:

With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; 4,4'-di-tert-butyl-2,2'-bipyridine nickel(II) bromide; potassium carbonate; In tetrahydrofuran; at 0 - 20 ℃; for 20h; chemoselective reaction; Sealed tube; Inert atmosphere; Irradiation; Schlenk technique;

DOI:10.1021/acs.orglett.1c01207

upstream raw materials:

5-Bromo-2-chloropyrimidine

1-t-Butoxycarbonylpiperazine

2,5-dibromopyrimidine

Downstream raw materials:

2-(4-(tert-butoxycarbonyl)piperazin-1-yl)pyrimidine-5-carboxylic acid

tert-butyl 4-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]piperazine-1-carboxylate

tert-butyl 4-[5-(4-{(5S)-5-[(acetylamino)methyl]-2-oxo-1,3-oxazolidin-3-yl}-2-fluorophenyl)-2-pyrimidinyl]-1-piperazinecarboxylate

5-benzyl-2-(4-benzylpiperazin-1-yl)pyrimidine

Refernces

• 1、 Kim, Juhyeon,Kim, Yoon Jung,Londhe, Ashwini M.,Pae, Ae Nim,Choo, Hyunah,Kim, Hak Joong,Min, Sun-Joon. "Synthesis and biological evaluation of disubstituted pyrimidines as selective 5-HT2C agonists". . . Retrieved 2019/09/09.
• 2、 -. "GLYCOSIDASE INHIBITORS". Page/Page column 109. . Retrieved 2017/09/15.