N-[4-(4-Fluorophenyl)-5-[(1E)-3-hydroxy-1-propen-1-yl]-6-isopropyl-2-pyrimidinyl]-N-methyl-methanesulfonamide

Base Information

• Chemical Name: N-[4-(4-Fluorophenyl)-5-[(1E)-3-hydroxy-1-propen-1-yl]-6-isopropyl-2-pyrimidinyl]-N-methyl-methanesulfonamide
• CAS No.: 910867-08-2
• Molecular Formula: C18H22FN3O3S
• Molecular Weight: 379.455
• DSSTox Substance ID: DTXSID40474428
• Wikidata: Q82304438
• Mol file: 910867-08-2.mol

Synonyms:910867-08-2;N-[4-(4-Fluorophenyl)-5-[(1E)-3-hydroxy-1-propen-1-yl]-6-isopropyl-2-pyrimidinyl]-N-methyl-methanesulfonamide;N-[4-(4-fluorophenyl)-5-[(E)-3-hydroxyprop-1-enyl]-6-propan-2-ylpyrimidin-2-yl]-N-methylmethanesulfonamide;N-[4-(4-Fluorophenyl)-5-[(1E)-3-hydroxy-1-propen-1-yl]-6-(1-methylethyl)-2-pyrimidinyl]-N-methyl-methanesulfonamide;QTIDQWZUENCPMU-AATRIKPKSA-N;SCHEMBL699218;SCHEMBL699219;DTXSID40474428;(E)-N-(4-(4-Fluorophenyl)-5-(3-hydroxyprop-1-en-1-yl)-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide;trans-N-(4-(4-fluorophenyl)-5-(3-hydroxyprop-1-enyl)-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide

Chemical Property of N-[4-(4-Fluorophenyl)-5-[(1E)-3-hydroxy-1-propen-1-yl]-6-isopropyl-2-pyrimidinyl]-N-methyl-methanesulfonamide

Chemical Property:

• Melting Point: 93-95°C
• PSA: 91.77000
• LogP: 3.88820
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 379.13659091
• Heavy Atom Count: 26
• Complexity: 571

Purity/Quality:

99% ^*data from raw suppliers

N-[4-(4-Fluorophenyl)-5-[(1E)-3-hydroxy-1-propen-1-yl]-6-(1-methylethyl)-2-pyrimidinyl]-N-methyl-methanesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=NC(=NC(=C1C=CCO)C2=CC=C(C=C2)F)N(C)S(=O)(=O)C
• Isomeric SMILES: CC(C)C1=NC(=NC(=C1/C=C/CO)C2=CC=C(C=C2)F)N(C)S(=O)(=O)C

Technology Process of N-[4-(4-Fluorophenyl)-5-[(1E)-3-hydroxy-1-propen-1-yl]-6-isopropyl-2-pyrimidinyl]-N-methyl-methanesulfonamide

There total 14 articles about N-[4-(4-Fluorophenyl)-5-[(1E)-3-hydroxy-1-propen-1-yl]-6-isopropyl-2-pyrimidinyl]-N-methyl-methanesulfonamide 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: 98.0%

methyl 3-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyrimidin-5-yl]-(2E)-propenoate (1024024-26-7) → (E)-N-(4-(4-fluorophenyl)-5-(3-hydroxyprop-1-en-1-yl)-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide (910867-08-2)

Guidance literature:

methyl 3-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyrimidin-5-yl]-(2E)-propenoate; With diisobutylaluminium hydride; In toluene; at -78 - -70 ℃;

With hydrogenchloride; In water; toluene;

Reference yield: 98.0%

3-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyrimidin-5-yl]-(2E)-propenoyl methyl carbonate (1005003-77-9) → (E)-N-(4-(4-fluorophenyl)-5-(3-hydroxyprop-1-en-1-yl)-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide (910867-08-2)

Guidance literature:

3-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyrimidin-5-yl]-(2E)-propenoyl methyl carbonate; With lithium aluminium tetrahydride; In tetrahydrofuran; at -50 - 20 ℃; for 0.75h;

With hydrogenchloride; In tetrahydrofuran; water; Product distribution / selectivity;

Reference yield: 72.0%

N-(5-bromo-4-(4-fluorophenyl)-6-isopropylpyriinidin-2-yl)-N-methylmethanesulfonamide (894787-92-9) + (E)-4,4,5,5-tetramethyl-2-(3-((tetrahydro-2H-pyran-2-yl)oxy) propylene-1-yl)-1,3,2-dioxaborolane (642066-70-4) → (E)-N-(4-(4-fluorophenyl)-5-(3-hydroxyprop-1-en-1-yl)-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide (910867-08-2)

Guidance literature:

(E)-4,4,5,5-tetramethyl-2-(3-((tetrahydro-2H-pyran-2-yl)oxy) propylene-1-yl)-1,3,2-dioxaborolane; With potassium carbonate; dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); In water; acetonitrile; at 20 ℃; for 0.0833333h;

N-(5-bromo-4-(4-fluorophenyl)-6-isopropylpyriinidin-2-yl)-N-methylmethanesulfonamide; In water; acetonitrile; at 77 ℃; for 5h; Heating / reflux;

With water; sodium hydrogencarbonate; hydrogenchloride; more than 3 stages;

upstream raw materials:

ethyl (E)-3-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methanesulfonamido)pyrimidin-5-yl]acrylate

3-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyrimidin-5-yl]-(2E)-propenoic acid

3-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyrimidin-5-yl]-(2E)-propenoyl methyl carbonate

methyl 3-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyrimidin-5-yl]-(2E)-propenoate

Downstream raw materials:

(E)-N-[4-(4-fluorophenyl)-6-isopropyl-5-(3-oxoprop-1-en-1-yl)pyrimidin-2-yl]-N-methyl methanesulfoneamide