GSK 2830371

Base Information

• Chemical Name: GSK 2830371
• CAS No.: 1404456-53-6
• Molecular Formula: C23H29ClN4O2S
• Molecular Weight: 461.01996
• Mol file: 1404456-53-6.mol

Synonyms:GSK 2830371;5-[[(5-Chloro-2-methyl-3-pyridinyl)amino]methyl]-N-[(1S)-1-(cyclopentylmethyl)-2-(cyclopropylamino)-2-oxoethyl]-2-thiophenecarboxamide;(S)-5-((5-chloro-2-methylpyridin-3-ylamino)methyl)-N-(3-cyclopentyl-1-(cyclopropylamino)-1-oxopropan-2-yl)thiophene-2-carboxamide

Chemical Property of GSK 2830371

Chemical Property:

• Boiling Point: 704.1±60.0 °C(Predicted)
• PKA: 13.29±0.46(Predicted)
• PSA: 111.36000
• Density: 1.30±0.1 g/cm3(Predicted)
• LogP: 5.52910
• Storage Temp.: 2-8°C
• Solubility.: DMSO: soluble20mg/mL, clear

Purity/Quality:

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

GSK2830371 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: GSK 2830371 is used in biological studies as allosteric Wip1(wild-type p54-induced phosphatase) inhibition through flap-subdomain interaction.

Technology Process of GSK 2830371

There total 7 articles about GSK 2830371 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: 76.0%

5-{[(5-chloro-2-methyl-3-pyridinyl)amino]methyl}-2-thiophenecarboxylic acid (1404456-63-8) + (S)-2-amino-3-cyclopentyl-N-(2-cyclopropyl)propanamide bis-hydrochloride (1404457-08-4,2070014-73-0) → GSK2830371 (1404456-53-6)

Guidance literature:

5-{[(5-chloro-2-methyl-3-pyridinyl)amino]methyl}-2-thiophenecarboxylic acid; With 4-methyl-morpholine; N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

(S)-2-amino-3-cyclopentyl-N-(2-cyclopropyl)propanamide bis-hydrochloride; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

(S)-2-((tert-butoxycarbonyl)amino)-3-cyclopentylpropanoic acid (143415-31-0) → GSK2830371 (1404456-53-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1-hydroxy-7-aza-benzotriazole; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / dichloromethane / 20 °C

2.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 20 °C

3.1: N-ethyl-N,N-diisopropylamine; 4-methyl-morpholine; HATU / N,N-dimethyl-formamide / 0.5 h / 20 °C

3.2: 20 °C

With 4-methyl-morpholine; hydrogenchloride; 1-hydroxy-7-aza-benzotriazole; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; HATU; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

2,5-dichloro-3-nitropyridine (21427-62-3) → GSK2830371 (1404456-53-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 3.83 h / 20 °C / Inert atmosphere

1.2: 12.5 h / Reflux

1.3: pH 9

2.1: tin(II) chloride dihdyrate / ethyl acetate / 3 h / 85 °C / Inert atmosphere

3.1: methanol / 2 h / 50 °C / Inert atmosphere

4.1: sodium cyanoborohydride / methanol / 14 h / 0 - 20 °C / Inert atmosphere

4.2: pH 4

5.1: N-ethyl-N,N-diisopropylamine; 4-methyl-morpholine; HATU / N,N-dimethyl-formamide / 0.5 h / 20 °C

5.2: 20 °C

With 4-methyl-morpholine; tin(II) chloride dihdyrate; sodium hydride; sodium cyanoborohydride; N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

(S)-2-((tert-butoxycarbonyl)amino)-3-cyclopentylpropanoic acid

2,5-dichloro-3-nitropyridine

(S)-tert-butyl [3-cyclopentyl-1-(cyclopropylamino)-1-oxopropan-2-yl]carbamate

5-{[(5-chloro-2-methyl-3-pyridinyl)amino]methyl}-2-thiophenecarboxylic acid

Refernces