4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsufonyl)amino]pyrimidine-5-yl-methanol

Base Information

• Chemical Name: 4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsufonyl)amino]pyrimidine-5-yl-methanol
• CAS No.: 147118-36-3
• Molecular Formula: C16H20FN3O3S
• Molecular Weight: 353.418
• Hs Code.: 2935009090
• European Community (EC) Number: 604-563-9
• DSSTox Substance ID: DTXSID90431324
• Nikkaji Number: J3.038.296J
• Wikidata: Q72476100
• Mol file: 147118-36-3.mol

Synonyms:147118-36-3;4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsufonyl)amino]pyrimidine-5-yl-methanol;4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-n-methylsulfonyl)amino]pyrimidine-5-yl-methanol;N-(4-(4-fluorophenyl)-5-(hydroxymethyl)-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide;N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-propan-2-ylpyrimidin-2-yl]-N-methylmethanesulfonamide;MFCD08063917;4-(4-Fluorophenyl)-5-(hydroxymethyl)-6-isopropyl-2-(N-methylmethanesulfonylamino)pyrimidine;N-[4-(4-Fluorophenyl)-5-hydroxymethyl-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide;4-(4-FLUOROPHENYL)-6-ISOPROPYL-2-(N-METHYL-N-METHYLSULFONYLAMINO)PYRIMIDINE-5-METHANOL;N-[4-(4-FLUOROPHENYL)-5-(HYDROXYMETHYL)-6-(PROPAN-2-YL)PYRIMIDIN-2-YL]-N-METHYLMETHANESULFONAMIDE;4-(4-Fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidine-5-methanol;SCHEMBL2690;AMY3276;DTXSID90431324;BCP26429;AC-447;AKOS015897401;SB58016;4-(4-Fluorophenyl)-6-isopropyl-2-(N-methyl-N-methanesulfonylamino) pyrimidin-5-methanol;s10387;DS-11314;SY046716;CS-0154297;FT-0643399;A23364;EN300-6477466;J-513515;[4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyrimidin-5-yl]methanol;[4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulphonylamino)pyrimidin-5-yl]methanol;[4-(4-fluorophenyl0-6-isopropyl-2-(N-methyl-N-methylsulfonyl-amino)pyrimidin-5-yl]methano;4-(4-fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsulfonyl) amino] pyrimidine-5-yl-methanol;4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsulfonyl) amino]pyrimidine-5-yl-methanol;METHANESULFONAMIDE, N-[4-(4-FLUOROPHENYL)-5-(HYDROXYMETHYL)-6-(1-METHYLETHYL)-2-PYRIMIDINYL]-N-METHYL-;N-(4-(4-fluorophenyl)-5-(hydroxymethyl)-6-isopropylpyrimidin-2-yl)-N-methyl methanesulfonamide;N-[4-(4-Fluorophenyl)-5-(hydroxymethyl)-6-isopropylpyrimidine-2-yl]-N-methylmethanesulfonamide;N-[4-(4-fluorophenyl)-5-hydroxymethyl-6-isopropyl-pyrimidin-2-yl]-N-methyl-methanesulfonamide;N-[4-(4-Fluorophenyl)-5-hydroxymethyl-6-isopropylpyrimidin-2-yl]- N-methylmethanesulfonamide

Chemical Property of 4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsufonyl)amino]pyrimidine-5-yl-methanol

Chemical Property:

• Appearance/Colour: White or off-white powder
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.579
• Boiling Point: 538.273 °C at 760 mmHg
• PKA: 13.02±0.10(Predicted)
• Flash Point: 279.338 °C
• PSA: 91.77000
• Density: 1.317 g/cm³
• LogP: 3.37500
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 353.12094084
• Heavy Atom Count: 24
• Complexity: 503

Purity/Quality:

≥98.0% ^*data from raw suppliers

N-[4-(4-Fluorophenyl)-5-hydroxymethyl-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=NC(=NC(=C1CO)C2=CC=C(C=C2)F)N(C)S(=O)(=O)C
• Uses: A Rosuvastatin (R700500) intermediate as HMG-CoA reductase inhibitor. A Rosuvastatin (R700500)

Technology Process of 4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsufonyl)amino]pyrimidine-5-yl-methanol

There total 33 articles about 4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsufonyl)amino]pyrimidine-5-yl-methanol 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: 100.0%

N-[5-(bromomethyl)-4-(4-fluorophenyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide (799842-07-2) → N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide (147118-36-3)

Guidance literature:

With water; In tetrahydrofuran; for 6h; Reflux;

DOI:10.1016/j.tet.2012.01.013

Reference yield: 100.0%

methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate (289042-11-1) → N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide (147118-36-3)

Guidance literature:

methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate; With diisobutylaluminium hydride; In hexane; toluene; at -10 ℃; for 1h;

With hydrogenchloride; In methanol; hexane; water; toluene; at -10 - 40 ℃; for 0.333333h;

Reference yield: 98.0%

N-[4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide (147118-37-4) → N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide (147118-36-3)

Guidance literature:

With methanol; sodium tetrahydroborate; In tetrahydrofuran; at 5 - 25 ℃; for 2h;

upstream raw materials:

ethyl 2-(N-methyl-N-methanesulfonylamino)-4-(4-fluorophenyl)-6-isopropyl-pyrimidin-5-carboxylic acid

4-fluorobenzaldehyde

(E)-2-<(4-fluorophenyl)methylene>-4-methyl-3-oxopentanoic acid ethyl ester

ethyl 4-methyl-3-oxo-pentanoate

Downstream raw materials:

methyl (3R,6E)-7-[4-(4-fluorophenyl)-2-(N-methylmethanesulfonamido)-6-(propan-2-yl)pyrimidin-5-yl]-3-hydroxy-5-oxohept-6-enoate

(E)-7-[4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl](3R,5S)-3,5-dihydroxyhept-6-enoic acid methyl ester

7-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methanesulfonamido)-pyrimidin-5-yl)-(3R)-3-tert-butyldimethylsiloxy-5-oxo-(E)-6-heptenoic acid methyl ester

N-[5-(bromomethyl)-4-(4-fluorophenyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

Refernces

• 1、 Vempala, Naresh,Matta, Balaji,Rao, S. Venkateswara,Maddirala, Shambabu Joseph,Shree, A. Jaya. "An efficient, cyanide free total synthesis of rosuvastatin calcium". . . Retrieved 2022/03/27.
• 2、 -. "Resuvastatin calcium parent nuclei and synthesis method thereof". Paragraph 0041-0078. . Retrieved 2019/05/22.