tert-Butyl 4-(5-bromo-1,3,4-thiadiazol-2-yl)piperazine-1-carboxylate

Base Information

• Chemical Name: tert-Butyl 4-(5-bromo-1,3,4-thiadiazol-2-yl)piperazine-1-carboxylate
• CAS No.: 1352925-43-9
• Molecular Formula: C11H17BrN4O2S
• Molecular Weight: 349.24728
• Hs Code.: 2934999090
• Mol file: 1352925-43-9.mol

Synonyms:tert-Butyl 4-(5-bromo-1,3,4-thiadiazol-2-yl)piperazine-1-carboxylate

Chemical Property of tert-Butyl 4-(5-bromo-1,3,4-thiadiazol-2-yl)piperazine-1-carboxylate

Chemical Property:

• Boiling Point: 432.1±55.0 °C(Predicted)
• PKA: 3.16±0.10(Predicted)
• PSA: 86.80000
• Density: 1.505±0.06 g/cm3(Predicted)
• LogP: 2.36060

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl 4-(5-bromo-1,3,4-thiadiazol-2-yl)piperazine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-Butyl 4-(5-bromo-1,3,4-thiadiazol-2-yl)piperazine-1-carboxylate

There total 1 articles about tert-Butyl 4-(5-bromo-1,3,4-thiadiazol-2-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: 77.0%

2,5-dibromo-1,3,4-thiadiazole (55981-29-8) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-(5-bromo-1,3,4-thiadiazol-2-yl)piperazine-1-carboxylate (1352925-43-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; at 120 ℃; for 2h;

Reference yield:

1-(3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-pyrazole + tert-butyl 4-(5-bromo-1,3,4-thiadiazol-2-yl)piperazine-1-carboxylate (1352925-43-9) → tert-butyl 4-(5-(2-methoxy-4-(1H-pyrazol-1-yl)phenyl)-1,3,4-thiadiazol-2-yl)piperazine-1-carboxylate (1620515-85-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; water; at 120 ℃; for 0.5h; Inert atmosphere; Microwave irradiation;

Reference yield:

1-(3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-pyrazole + tert-butyl 4-(5-bromo-1,3,4-thiadiazol-2-yl)piperazine-1-carboxylate (1352925-43-9) → 2-(5-(piperazin-1-yl)-1,3,4-thiadiazol-2-yl)-5-(1H-pyrazol-1-yl)phenol (1620514-92-2)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / water; 1,4-dioxane / 0.5 h / 120 °C / Inert atmosphere; Microwave irradiation

2: boron tribromide / dichloromethane; n-heptane / 16 h / 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; boron tribromide; sodium carbonate; In 1,4-dioxane; n-heptane; dichloromethane; water;

upstream raw materials:

2,5-dibromo-1,3,4-thiadiazole

1-t-Butoxycarbonylpiperazine

Downstream raw materials:

tert-butyl 4-(5-(2-methoxy-4-(1H-pyrazol-1-yl)phenyl)-1,3,4-thiadiazol-2-yl)piperazine-1-carboxylate

2-(5-(piperazin-1-yl)-1,3,4-thiadiazol-2-yl)-5-(1H-pyrazol-1-yl)phenol

Refernces

• 1、 -. "THIADIAZOLE ANALOGS THEREOF AND METHODS FOR TREATING SMN-DEFICIENCY-RELATED-CONDITIONS". Paragraph 0327; 0328. . Retrieved 2014/08/06.