(R)-4-(2-chloro-6-(methylthiomethyl)pyrimidin-4-yl)-3-methylmorpholine

Base Information

• Chemical Name: (R)-4-(2-chloro-6-(methylthiomethyl)pyrimidin-4-yl)-3-methylmorpholine
• CAS No.: 1352227-15-6
• Molecular Formula: C₁₁H₁₆ClN₃OS
• Molecular Weight: 273.787
• Mol file: 1352227-15-6.mol

Synonyms:(3R)-4-[2-chloro-6-[(methylsulfanyl)methyl]pyrimidin-4-yl]-3-methylmorpholine

Chemical Property of (R)-4-(2-chloro-6-(methylthiomethyl)pyrimidin-4-yl)-3-methylmorpholine

Chemical Property:

• Boiling Point: 466.8±45.0 °C(Predicted)
• PKA: 3.32±0.43(Predicted)
• Density: 1.256±0.06 g/cm3(Predicted)

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Technology Process of (R)-4-(2-chloro-6-(methylthiomethyl)pyrimidin-4-yl)-3-methylmorpholine

There total 8 articles about (R)-4-(2-chloro-6-(methylthiomethyl)pyrimidin-4-yl)-3-methylmorpholine 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%

(3R)-4-[2-chloro-6-(iodomethyl)pyrimidin-4-yl]-3-methylmorpholine (1233339-72-4) + sodium thiomethoxide (5188-07-8) → (3R)-4-[2-chloro-6-[(methylsulfanyl)methyl]pyrimidin-4-yl]-3-methylmorpholine (1352227-15-6)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 1h;

Reference yield: 91.0%

[2-chloro-6-[(3R)-3-methylmorpholin-4-yl]pyrimidin-4-yl]methyl methanesulfonate (1233339-71-3) + (R)-4-(2-chloro-6-(chloromethyl)pyrimidin-4-yl)-3-methylmorpholine (1352227-14-5) + sodium thiomethoxide (5188-07-8) → (3R)-4-[2-chloro-6-[(methylsulfanyl)methyl]pyrimidin-4-yl]-3-methylmorpholine (1352227-15-6)

Guidance literature:

With sodium iodide; In acetonitrile; at 18 - 30 ℃; for 16.0833h;

Reference yield:

[2-chloro-6-[(3R)-3-methylmorpholin-4-yl]pyrimidin-4-yl]methyl methanesulfonate (1233339-71-3) + sodium thiomethoxide (5188-07-8) → (3R)-4-[2-chloro-6-[(methylsulfanyl)methyl]pyrimidin-4-yl]-3-methylmorpholine (1352227-15-6)

Guidance literature:

With sodium iodide; In 2-methyltetrahydrofuran; at 0 - 5 ℃; for 3h; Industrial scale;

DOI:10.1021/acs.oprd.9b00075

upstream raw materials:

(3R)-4-[2-chloro-6-(iodomethyl)pyrimidin-4-yl]-3-methylmorpholine

sodium thiomethoxide

(3R)-3-methylmorpholine

2,6-dichloropyrimidine-4-carboxylic acid methyl ester

Downstream raw materials:

(3R)-3-methyl-4-(6-(1-(S-methylsulfonimidoyl)cyclopropyl)-2-(1-tosyl-1H-pyrrolo[2,3-b]pyridine-4-yl)pyrimidin-4-yl)morpholine

(R)-3-methyl-4-(6-((R)-S-methylsulfonimidoylmethyl)-2-(1-tosyl-1H-pyrrolo[2,3-b]pyridin-4-yl)pyrimidin-4-yl)morpholine

4-[4-[1-[[S(R)]-S-methylsulfonimidoyl]cyclopropyl]-6-[(3R)-3-methyl-4-morpholinyl]-2-pyrimidinyl]-1H-pyrrolo[2,3-b]pyridine

4-{4-[(3R)-3-methylmorpholin-4-yl]-6-[1-((S)-S-methylsulfonimidoyl)cyclopropyl]pyrimidin-2-yl}-1H-pyrrolo[2,3-b]pyridine

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