4-(4-Fluorophenyl)-5-hydroxymethyl-6-isopropyl-2-methylthiopyrimidine

Base Information

• Chemical Name: 4-(4-Fluorophenyl)-5-hydroxymethyl-6-isopropyl-2-methylthiopyrimidine
• CAS No.: 895129-11-0
• Molecular Formula: C15H17FN2OS
• Molecular Weight: 292.377
• Mol file: 895129-11-0.mol

Synonyms:4-(4-Fluorophenyl)-5-hydroxymethyl-6-isopropyl-2-methylthiopyrimidine;4-(4-Fluorophenyl)-6-(1-Methylethyl)-2-(Methylthio)-5-pyriMidineMethanol

Chemical Property of 4-(4-Fluorophenyl)-5-hydroxymethyl-6-isopropyl-2-methylthiopyrimidine

Chemical Property:

• PSA: 71.31000
• LogP: 3.62030
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

95% ^*data from raw suppliers

4-(4-Fluorophenyl)-5-hydroxymethyl-6-isopropyl-2-methylthiopyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 4-(4-Fluorophenyl)-5-hydroxymethyl-6-isopropyl-2-methylthiopyrimidine (cas# 895129-11-0) is a compound useful in organic synthesis.

Technology Process of 4-(4-Fluorophenyl)-5-hydroxymethyl-6-isopropyl-2-methylthiopyrimidine

There total 6 articles about 4-(4-Fluorophenyl)-5-hydroxymethyl-6-isopropyl-2-methylthiopyrimidine 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: 88.0%

methyl 4-(4-fluorophenyl)-2-(methylsulfanyl)-6-(propan-2-yl)-pyrimidine-5-carboxylate (160009-35-8) → 4-(4'-fluorophenyl)-6-isopropyl-2-methylthio-5-hydroxymethyl-pyrimidine (895129-11-0)

Guidance literature:

methyl 4-(4-fluorophenyl)-2-(methylsulfanyl)-6-(propan-2-yl)-pyrimidine-5-carboxylate; With diisobutylaluminium hydride; In toluene; at 20 ℃; for 2 - 3h; Cooling with ice/salt;

With water; In toluene;

Reference yield:

ethyl 4-(4-fluorophenyl)-2-(methylsulfanyl)-6-(propan-2-yl)-pyrimidine-5-carboxylate (147118-27-2) → 4-(4'-fluorophenyl)-6-isopropyl-2-methylthio-5-hydroxymethyl-pyrimidine (895129-11-0)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -74 ℃; for 1h;

DOI:10.1016/S0968-0896(96)00248-9

Reference yield:

4-fluorobenzaldehyde (459-57-4) → 4-(4'-fluorophenyl)-6-isopropyl-2-methylthio-5-hydroxymethyl-pyrimidine (895129-11-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 86.7 percent / piperidine, AcOH / benzene / Heating

2: 1.) HMPA, 2.) DDQ / 1.) 100 deg C, 22 h, 2.) benzene, 30 min

3: DIBAL-H / toluene / 1 h / -74 °C

With piperidine; N,N,N,N,N,N-hexamethylphosphoric triamide; diisobutylaluminium hydride; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene; benzene;

DOI:10.1016/S0968-0896(96)00248-9

upstream raw materials:

ethyl 4-(4-fluorophenyl)-2-(methylsulfanyl)-6-(propan-2-yl)-pyrimidine-5-carboxylate

4-fluorobenzaldehyde

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

ethyl 4-methyl-3-oxo-pentanoate

Downstream raw materials:

4-(4'-fluorophenyl)-6-isopropyl-2-methylthio-5-bromomethyl-pyrimidine

(4-(4-fluorophenyl)-6-isopropyl-2-(methylsulfonyl)pyrimidin-5-yl)methanol

(E)-(3R,5S)-7-[4-(4-Fluoro-phenyl)-6-isopropyl-2-methylsulfanyl-pyrimidin-5-yl]-3,5-dihydroxy-hept-6-enoic acid methyl ester