LY 2784544

Base Information

• Chemical Name: LY 2784544
• CAS No.: 1229236-86-5
• Molecular Formula: C23H25ClFN7O
• Molecular Weight: 469.949
• Mol file: 1229236-86-5.mol

Synonyms:LY 2784544;3-[(4-Chloro-2-fluorophenyl)methyl]-2-methyl-N-(5-methyl-1H-pyrazol-3-yl)-8-(4-morpholinylmethyl)imidazo[1,2-b]pyridazin-6-amine;3-(4-chloro-2-fluorobenzyl)-2-Methyl-N-(3-Methyl-1H-pyrazol-5-yl)-8-(MorpholinoMethyl)iMidazo[1,2-b]pyridazin-6-aMine

Chemical Property of LY 2784544

Chemical Property:

• PKA: 14.12±0.10(Predicted)
• PSA: 86.60000
• Density: 1.459 g/cm³
• LogP: 3.38810
• Solubility.: ≥23.5 mg/mL in DMSO; insoluble in H2O; ≥5.65 mg/mL in EtOH with gentle warming and ultrasonic

Purity/Quality:

98%,99%, ^*data from raw suppliers

LY 2784544 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: LY2784544 is a JAK2 inhibitor. LY2784544 may be used as a potential treatment for patients with myeloproliferative neoplasm.

Technology Process of LY 2784544

There total 9 articles about LY 2784544 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: 96.0%

N-(1-tert-butyl-3-methyl-1H-pyrazol-5-yl)-3-(4-chloro-2-fluorobenzyl)-2-methyl-8-(morpholinomethyl)imidazo[1,2-b]pyridazin-6-amine (1346221-91-7) → 3-(4-chloro-2-fluorobenzyl)-2-methyl-N-(5-methyl-1H-pyrazol-3-yl)-8-(morpholino-methyl)imidazo[1,2-b]pyridazin-6-amine (1229236-86-5)

Guidance literature:

N-(1-tert-butyl-3-methyl-1H-pyrazol-5-yl)-3-(4-chloro-2-fluorobenzyl)-2-methyl-8-(morpholinomethyl)imidazo[1,2-b]pyridazin-6-amine; With trifluoroacetic acid; In water; at 95 - 100 ℃; for 7h; Large scale reaction;

With sodium hydroxide; In ethanol; water; at 60 ℃; for 8h; pH=10 - 11;

DOI:10.1021/op200229j

Reference yield: 79.0%

C31H33ClFN7O2 → 3-(4-chloro-2-fluorobenzyl)-2-methyl-N-(5-methyl-1H-pyrazol-3-yl)-8-(morpholino-methyl)imidazo[1,2-b]pyridazin-6-amine (1229236-86-5)

Guidance literature:

C₃₁H₃₃ClFN₇O₂; With methoxybenzene; trifluoroacetic acid; Heating;

With sodium hydroxide; In ethanol; water;

DOI:10.1021/op200229j

Reference yield: 22.0%

4-((6-chloro-3-(4-chloro-2-fluorobenzyl)-2-methylimidazo[1,2-b]pyridazin-8-yl)methyl)morpholine hydrochloride + 3-amino-5-methylpyrazole (31230-17-8) → 3-(4-chloro-2-fluorobenzyl)-2-methyl-N-(5-methyl-1H-pyrazol-3-yl)-8-(morpholino-methyl)imidazo[1,2-b]pyridazin-6-amine (1229236-86-5)

Guidance literature:

4-((6-chloro-3-(4-chloro-2-fluorobenzyl)-2-methylimidazo[1,2-b]pyridazin-8-yl)methyl)morpholine hydrochloride; 3-amino-5-methylpyrazole; With sodium hydrogencarbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; palladium dichloride; In N,N-dimethyl-formamide; at 150 ℃; for 1h;

With hydrogenchloride; In 2-methyltetrahydrofuran; water;

With sodium hydroxide; In butan-1-ol; Product distribution / selectivity;

upstream raw materials:

3-amino-5-methylpyrazole

4-((6-chloro-3-(4-chloro-2-fluorobenzyl)-2-methylimidazo-[1,2-b]pyridazin-8-yl)methyl)morpholine

(E)-N'-(6-chloropyridazin-3-yl)-N,N-dimethylacetimidamide

(4-chloro-2-fluorophenyl)(6-chloro-2-methyl-8-(morpholino-methyl)imidazo[1,2-b]pyridazin-3-yl)methanone

Downstream raw materials:

3-(4-chloro-2-fluorobenzyl)-2-methyl-N-(5-methyl-1H-pyrazol-3-yl)-8-(morpholinomethyl)imidazo[1,2-b]pyridazin-6-amine hydrochloride

Refernces

• 1、 -. "AMINO PYRAZOLE COMPOUND". Page/Page column 3-4. . Retrieved 2010/06/22.