(1-Pyrimidin-4-YL-piperidin-4-YL)-carbamic acid tert-butyl ester

Base Information

• Chemical Name: (1-Pyrimidin-4-YL-piperidin-4-YL)-carbamic acid tert-butyl ester
• CAS No.: 596817-39-9
• Molecular Formula: C₁₄H₂₂N₄O₂
• Molecular Weight: 278.354
• Hs Code.: 2933399990
• DSSTox Substance ID: DTXSID90699381
• Wikidata: Q82630282
• Mol file: 596817-39-9.mol

Synonyms:596817-39-9;(1-PYRIMIDIN-4-YL-PIPERIDIN-4-YL)-CARBAMIC ACID TERT-BUTYL ESTER;tert-Butyl (1-(pyrimidin-4-yl)piperidin-4-yl)carbamate;tert-Butyl N-[1-(pyrimidin-4-yl)piperidin-4-yl]carbamate;tert-butyl N-(1-pyrimidin-4-ylpiperidin-4-yl)carbamate;tert-Butyl [1-(pyrimidin-4-yl)piperidin-4-yl]carbamate;SCHEMBL2273767;DTXSID90699381;VEXKSFQGMHFQIT-UHFFFAOYSA-N;KS-7048;FT-0739727;tert-Butyl(1-(pyrimidin-4-yl)piperidin-4-yl)carbamate;(1-pyrimidin-4-ylpiperidin-4-yl)carbamic acid tert-butyl ester;Carbamic acid,[1-(4-pyrimidinyl)-4-piperidinyl]-,1,1-dimethylethyl ester(9ci)

Chemical Property of (1-Pyrimidin-4-YL-piperidin-4-YL)-carbamic acid tert-butyl ester

Chemical Property:

• PSA: 67.35000
• LogP: 2.42600
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 278.17427596
• Heavy Atom Count: 20
• Complexity: 322

Purity/Quality:

99%min ^*data from raw suppliers

tert-Butyl(1-(pyrimidin-4-yl)piperidin-4-yl)carbamate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1CCN(CC1)C2=NC=NC=C2

Technology Process of (1-Pyrimidin-4-YL-piperidin-4-YL)-carbamic acid tert-butyl ester

There total 3 articles about (1-Pyrimidin-4-YL-piperidin-4-YL)-carbamic acid tert-butyl ester 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: 56.0%

(1-(2-chloropyrimidin-4-yl)piperidin-4-yl)carbamic acid tert-butyl ester (596817-49-1) → tert-butyl (1-(pyrimidin-4-yl)piperidin-4-yl)carbamate (596817-39-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; triethylamine; In ethanol; at 20 - 25 ℃; for 5h; Inert atmosphere;

Reference yield:

(piperidin-4-yl)carbamic acid tert-butyl ester (73874-95-0) → tert-butyl (1-(pyrimidin-4-yl)piperidin-4-yl)carbamate (596817-39-9)

Guidance literature:

Multi-step reaction with 2 steps

1: NEt₃ / butan-1-ol; H₂O / 48 h / 100 °C

2: H₂; acetic acid / Pd/C / ethanol / 5 h / 20 °C

With hydrogen; acetic acid; triethylamine; palladium on activated charcoal; In ethanol; water; butan-1-ol;

DOI:10.1016/j.bmcl.2004.06.019

Reference yield:

→ tert-butyl (1-(pyrimidin-4-yl)piperidin-4-yl)carbamate (596817-39-9)

Guidance literature:

upstream raw materials:

(1-(2-chloropyrimidin-4-yl)piperidin-4-yl)carbamic acid tert-butyl ester

(piperidin-4-yl)carbamic acid tert-butyl ester

Refernces

• 1、 -. "FUSED MORPHOLINOPYRIMIDINES AND METHODS OF USE THEREOF". Paragraph 0176. . Retrieved 2015/10/05.
• 2、 -. "Benzimidazole-derivatives as factor xa inhibitors". Page 48. . Retrieved 2010/02/09.