8-(Pyrimidin-2-yl)-1,4-dioxa-8-azaspiro[4.5]decane

Base Information

• Chemical Name: 8-(Pyrimidin-2-yl)-1,4-dioxa-8-azaspiro[4.5]decane
• CAS No.: 116247-91-7
• Molecular Formula: C₁₁H₁₅N₃O₂
• Molecular Weight: 221.259
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID40556753
• Wikidata: Q82438435
• Mol file: 116247-91-7.mol

Synonyms:8-(pyrimidin-2-yl)-1,4-dioxa-8-azaspiro[4.5]decane;116247-91-7;8-pyrimidin-2-yl-1,4-dioxa-8-azaspiro[4.5]decane;SCHEMBL10609657;DTXSID40556753;SRPHEDYYKMSFEH-UHFFFAOYSA-N;AKOS016845258;CS-0270850;J-519351;8-(2-Pyrimidinyl)-1,4-dioxa-8-azaspiro[4.5]decane;Z354307976

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Chemical Property of 8-(Pyrimidin-2-yl)-1,4-dioxa-8-azaspiro[4.5]decane

Chemical Property:

• PSA: 47.48000
• LogP: 0.88490
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 221.116426730
• Heavy Atom Count: 16
• Complexity: 227

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCC12OCCO2)C3=NC=CC=N3

Technology Process of 8-(Pyrimidin-2-yl)-1,4-dioxa-8-azaspiro[4.5]decane

There total 2 articles about 8-(Pyrimidin-2-yl)-1,4-dioxa-8-azaspiro[4.5]decane 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: 85.0%

4,4-ethylenedioxy-piperidine (177-11-7) + 2-bromopyrimidine (4595-60-2) → 8-(pyrimidin-2-yl)-1,4-dioxa-8-azaspiro[4.5]decane (116247-91-7)

Guidance literature:

With palladium diacetate; sodium t-butanolate; XPhos; In toluene; tert-butyl alcohol; for 0.25h; Microwave irradiation; Inert atmosphere; Heating;

DOI:10.1016/j.ejmech.2017.07.051

Reference yield:

2-chloropyrimidine (1722-12-9,1195939-87-7) + potassium carbonate (584-08-7) + 4,4-ethylenedioxy-piperidine (177-11-7) → 8-(pyrimidin-2-yl)-1,4-dioxa-8-azaspiro[4.5]decane (116247-91-7)

Guidance literature:

In N-methyl-acetamide;

Reference yield:

8-(pyrimidin-2-yl)-1,4-dioxa-8-azaspiro[4.5]decane (116247-91-7) → (S)-3-(4-(azetidine-1-carbonyl)phenoxy)-5-((1-methoxypropan-2-yl)oxy)-N-(5-(pyrimidin-2-yl)-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridin-2-yl)benzamide

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogenchloride / tetrahydrofuran; water / 8 h / 0 - 20 °C

2.1: pyrrolidine / isopropyl alcohol / 2 h / 55 °C

2.2: 6 h / 0 - 20 °C

3.1: N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

3.2: 20 °C / Inert atmosphere

With pyrrolidine; hydrogenchloride; In tetrahydrofuran; water; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1016/j.ejmech.2017.07.051

upstream raw materials:

2-chloropyrimidine

potassium carbonate

4,4-ethylenedioxy-piperidine

2-bromopyrimidine