Methyl 6-chloro-imidazo[1,2-B]pyridazine-2-acetate

Base Information

• Chemical Name: Methyl 6-chloro-imidazo[1,2-B]pyridazine-2-acetate
• CAS No.: 215531-00-3
• Molecular Formula: C₉H₈ClN₃O₂
• Molecular Weight: 225.634
• DSSTox Substance ID: DTXSID90451764
• Wikidata: Q82271969
• Mol file: 215531-00-3.mol

Synonyms:215531-00-3;METHYL 6-CHLORO-IMIDAZO[1,2-B]PYRIDAZINE-2-ACETATE;Methyl 2-(6-chloroimidazo[1,2-b]pyridazin-2-yl)acetate;METHYL 2-{6-CHLOROIMIDAZO[1,2-B]PYRIDAZIN-2-YL}ACETATE;6-CHLORO-IMIDAZO[1,2-B]PYRIDAZINE-2-ACETIC ACID METHYL ESTER;Methyl (6-chloroimidazo[1,2-b]pyridazin-2-yl)acetate;SCHEMBL6616907;DTXSID90451764;PVVMNFGXLWLETL-UHFFFAOYSA-N;PB32916;CS-0055262;FT-0741718;P11025;methyl 6-chloroimidazo[1,2-b]pyridazin-2-acetate;methyl 6-chloroimidazo[1,2-b]pyridazine-2-acetate

Chemical Property of Methyl 6-chloro-imidazo[1,2-B]pyridazine-2-acetate

Chemical Property:

• PKA: 3.12±0.30(Predicted)
• PSA: 56.49000
• Density: 1.47±0.1 g/cm3(Predicted)
• LogP: 1.09820
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 225.0305042
• Heavy Atom Count: 15
• Complexity: 252

Purity/Quality:

97% ^*data from raw suppliers

Methyl6-chloro-imidazo[1,2-b]pyridazine-2-acetate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CC1=CN2C(=N1)C=CC(=N2)Cl

Technology Process of Methyl 6-chloro-imidazo[1,2-B]pyridazine-2-acetate

There total 1 articles about Methyl 6-chloro-imidazo[1,2-B]pyridazine-2-acetate 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: 48.0%

6-chloro-pyridazin-3-ylamine (5469-69-2) + Methyl 4-chloroacetoacetate (32807-28-6,935731-94-5) → methyl 6-chloroimidazo[1,2-b]pyridazin-2-acetate (215531-00-3)

Guidance literature:

In methanol; for 21h; Heating;

DOI:10.1248/cpb.51.122

Reference yield:

methyl 6-chloroimidazo[1,2-b]pyridazin-2-acetate (215531-00-3) → ethyl 1-[6-[[3-[4-(diphenylmethoxy)piperidino]propyl]amino]imidazo[1,2-b]pyridazin-2-yl]cyclopropane-1-carboxylate

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide / 0.67 h / 20 °C

1.2: 57 percent / dimethylformamide / 14 h / 20 °C

2.1: 77 percent / concd H₂SO₄ / 36 h / Heating

3.1: 50 percent / N-methyl-2-pyrrolidinone / 191 - 195 °C

With 1-methyl-pyrrolidin-2-one; sulfuric acid; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1248/cpb.51.122

Reference yield:

methyl 6-chloroimidazo[1,2-b]pyridazin-2-acetate (215531-00-3) → ethyl 1-[6-[[3-[4-(diphenylmethoxy)piperidino]propyl]amino]imidazo[1,2-b]pyridazin-2-yl]cyclopentane-1-carboxylate

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide / 20 °C

1.2: dimethylformamide / 20 °C

2.1: concd H₂SO₄ / Heating

3.1: 43 percent / N-methyl-2-pyrrolidinone / 191 - 195 °C

With 1-methyl-pyrrolidin-2-one; sulfuric acid; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1248/cpb.51.122

upstream raw materials:

6-chloro-pyridazin-3-ylamine

Methyl 4-chloroacetoacetate

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