methyl (R)-6-bromomethyl-4-(2-chloro-4-fluorophenyl)-2-(3,5-difluoro-2-pyridyl)-1,4-dihydropyrimidine-5-carboxylate

Base Information

• Chemical Name: methyl (R)-6-bromomethyl-4-(2-chloro-4-fluorophenyl)-2-(3,5-difluoro-2-pyridyl)-1,4-dihydropyrimidine-5-carboxylate
• CAS No.: 360793-11-9
• Molecular Formula: C₁₈H₁₂BrClF₃N₃O₂
• Molecular Weight: 474.664

Synonyms:methyl (R)-6-bromomethyl-4-(2-chloro-4-fluorophenyl)-2-(3,5-difluoro-2-pyridyl)-1,4-dihydropyrimidine-5-carboxylate

Chemical Property of methyl (R)-6-bromomethyl-4-(2-chloro-4-fluorophenyl)-2-(3,5-difluoro-2-pyridyl)-1,4-dihydropyrimidine-5-carboxylate

Chemical Property:

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Technology Process of methyl (R)-6-bromomethyl-4-(2-chloro-4-fluorophenyl)-2-(3,5-difluoro-2-pyridyl)-1,4-dihydropyrimidine-5-carboxylate

There total 6 articles about methyl (R)-6-bromomethyl-4-(2-chloro-4-fluorophenyl)-2-(3,5-difluoro-2-pyridyl)-1,4-dihydropyrimidine-5-carboxylate 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: 90.0%

C18H13ClF3N3O2 → methyl (R)-6-bromomethyl-4-(2-chloro-4-fluorophenyl)-2-(3,5-difluoro-2-pyridyl)-1,4-dihydropyrimidine-5-carboxylate (360793-11-9)

Guidance literature:

With N-Bromosuccinimide; In tetrachloromethane; at 50 ℃; for 0.166667h;

Reference yield:

methyl (R)-4-(2-chloro-4-fluorophenyl)-2-(3,5-difluoro-2-pyridinyl)-6-methyl-1,4-dihydropyrimidine-5-carboxylate → methyl (R)-6-bromomethyl-4-(2-chloro-4-fluorophenyl)-2-(3,5-difluoro-2-pyridyl)-1,4-dihydropyrimidine-5-carboxylate (360793-11-9)

Guidance literature:

With N-Bromosuccinimide; In tetrachloromethane; at 20 ℃; for 1h;

DOI:10.1021/acs.jmedchem.7b00083

Reference yield:

methyl 4-(2-chloro-4-fluorophenyl)-2-(3,5-difluoropyridin-2-yl)-6-methyl-1,4-dihydropyrimidine-5-carboxylate (298708-79-9) → methyl (R)-6-bromomethyl-4-(2-chloro-4-fluorophenyl)-2-(3,5-difluoro-2-pyridyl)-1,4-dihydropyrimidine-5-carboxylate (360793-11-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Daicel Chiralpak IC, 30 mm × 250 mm, 5 μm / Resolution of racemate

2: N-Bromosuccinimide / tetrachloromethane / 1 h / 20 °C

With N-Bromosuccinimide; In tetrachloromethane;

DOI:10.1021/acs.jmedchem.7b00083

upstream raw materials:

amino(3,5-difluoropyridin-2-yl)methaniminium chloride

methyl 4-(2-chloro-4-fluorophenyl)-2-(3,5-difluoropyridin-2-yl)-6-methyl-1,4-dihydropyrimidine-5-carboxylate

3,5-difluoropyridine-2-carbonitrile

2-chloro-4-fluorobenzaldehyde

Downstream raw materials:

methyl (R)-4-(2-chloro-4-fluorophenyl)-2-(3,5-difluoro-2-pyridyl)-6-piperidinomethyl-1,4-dihydropyrimidine-5-carboxylate

(S)-4-[(R)-6-(2-chloro-4-fluoro-phenyl)-2-(3,5-difluoro-pyridin-2-yl)-5-methoxycarbonyl-3,6-dihydro-pyrimidin-4-ylmethyl]-morpholine-3-carboxylic acid

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