(R)-1-[4-[[2-(2-AMinopyriMidin-5-yl)-7-Methyl-4-(Morpholin-4-yl)thieno[3,2-d]pyriMidin-6-yl]Methyl]piperazin-1-yl]-2-hydroxypropan-1-one

Base Information

• Chemical Name: (R)-1-[4-[[2-(2-AMinopyriMidin-5-yl)-7-Methyl-4-(Morpholin-4-yl)thieno[3,2-d]pyriMidin-6-yl]Methyl]piperazin-1-yl]-2-hydroxypropan-1-one
• CAS No.: 1032757-09-7
• Molecular Formula: C23H30N8O3S
• Molecular Weight: 498.6011
• Mol file: 1032757-09-7.mol

Synonyms:(R)-1-[4-[[2-(2-Aminopyrimidin-5-yl)-7-methyl-4-(morpholin-4-yl)thieno[3,2-d]pyrimidin-6-yl]methyl]piperazin-1-yl]-2-hydroxypropan-1-one;

Chemical Property of (R)-1-[4-[[2-(2-AMinopyriMidin-5-yl)-7-Methyl-4-(Morpholin-4-yl)thieno[3,2-d]pyriMidin-6-yl]Methyl]piperazin-1-yl]-2-hydroxypropan-1-one

Chemical Property:

• PSA: 162.07000
• LogP: 1.42250

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-1-[4-[[2-(2-AMinopyriMidin-5-yl)-7-Methyl-4-(Morpholin-4-yl)thieno[3,2-d]pyriMidin-6-yl]Methyl]piperazin-1-yl]-2-hydroxypropan-1-one

There total 5 articles about (R)-1-[4-[[2-(2-AMinopyriMidin-5-yl)-7-Methyl-4-(Morpholin-4-yl)thieno[3,2-d]pyriMidin-6-yl]Methyl]piperazin-1-yl]-2-hydroxypropan-1-one 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: 61.0%

L-Lactic acid (79-33-4,106989-11-1,26811-96-1,31587-11-8,26100-51-6) + 5-(7-methyl-4-morpholino-6-(piperazin-1-ylmethyl)thieno[3,2-d]pyrimidin-2-yl)pyrimidin-2-amine (1032756-62-9) → (R)-1-(4-((2-(2-aminopyrimidin-5-yl)-7-methyl-4-morpholinothieno[3,2-d]pyrimidin-6-yl)methyl)piperazin-1-yl)-2-hydroxypropan-1-one (1032757-09-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 25 ℃;

DOI:10.1021/jm2009327

Reference yield:

2-chloro-7-methyl-4-morpholinothieno[3,2-d]-pyrimidine-6-carbaldehyde (955979-02-9) → (R)-1-(4-((2-(2-aminopyrimidin-5-yl)-7-methyl-4-morpholinothieno[3,2-d]pyrimidin-6-yl)methyl)piperazin-1-yl)-2-hydroxypropan-1-one (1032757-09-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: acetic acid / 1,2-dichloro-ethane / 0.25 h

1.2: 24 h / 20 °C

2.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / water; acetonitrile / 0.2 h / 140 °C / Microwave irradiation

3.1: hydrogenchloride / 1,4-dioxane; water / 3 h / 25 °C

4.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 25 °C

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; HATU; In 1,4-dioxane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile; 2.1: Suzuki coupling;

DOI:10.1021/jm2009327

Reference yield:

tert-butyl 4-((2-chloro-7-methyl-4-morpholinothieno[3,2-d]pyrimidin-6-yl)methyl)piperazine-1-carboxylate (956034-69-8) → (R)-1-(4-((2-(2-aminopyrimidin-5-yl)-7-methyl-4-morpholinothieno[3,2-d]pyrimidin-6-yl)methyl)piperazin-1-yl)-2-hydroxypropan-1-one (1032757-09-7)

Guidance literature:

Multi-step reaction with 3 steps

1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / water; acetonitrile / 0.2 h / 140 °C / Microwave irradiation

2: hydrogenchloride / 1,4-dioxane; water / 3 h / 25 °C

3: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 25 °C

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; N-ethyl-N,N-diisopropylamine; HATU; In 1,4-dioxane; water; N,N-dimethyl-formamide; acetonitrile; 1: Suzuki coupling;

DOI:10.1021/jm2009327

upstream raw materials:

2-chloro-7-methyl-4-morpholinothieno[3,2-d]-pyrimidine-6-carbaldehyde

tert-butyl 4-((2-chloro-7-methyl-4-morpholinothieno[3,2-d]pyrimidin-6-yl)methyl)piperazine-1-carboxylate

tert-butyl 4-((2-(2-aminopyrimidin-5-yl)-7-methyl-4-morpholinothieno[3,2-d]pyrimidin-6-yl)methyl)piperazine-1-carboxylate

L-Lactic acid