3-Formyl-2-nitrobenzoic acid methyl ester

Base Information

• Chemical Name: 3-Formyl-2-nitrobenzoic acid methyl ester
• CAS No.: 138229-59-1
• Molecular Formula: C9H7NO5
• Molecular Weight: 209.158
• Hs Code.: 2918300090
• Mol file: 138229-59-1.mol

Synonyms:RW3137;Benzoic acid,3-formyl-2-nitro-,methyl ester;QC-1911;

Chemical Property of 3-Formyl-2-nitrobenzoic acid methyl ester

Chemical Property:

• Boiling Point: 354℃
• Flash Point: 173℃
• PSA: 89.19000
• Density: 1.386
• LogP: 1.71710
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99.00% ^*data from raw suppliers

Methyl3-?Formyl-?2-?nitrobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl 3-?Formyl-?2-?nitrobenzoate is a reagent used in the synthesis of PARP inhibitors. Intermediate of Niraparib (N481400), a novel oral poly(ADP-ribose)polymerase (PARP) inhibitor efficacious in BRCA-1 and -2 mutant tumors.

Technology Process of 3-Formyl-2-nitrobenzoic acid methyl ester

There total 6 articles about 3-Formyl-2-nitrobenzoic acid methyl ester 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: 86.0%

β-(dimethylamino)-3-carbomethoxy-2-nitrostyrene (68109-89-7,93247-79-1) → 3-formyl-2-nitrobenzoic acid methyl ester (138229-59-1)

Guidance literature:

With sodium periodate; In water; N,N-dimethyl-formamide; at 45 ℃; for 3h; Large scale reaction;

DOI:10.1021/op2000783

Reference yield: 85.2%

methyl 3-(bromomethyl)-2-nitrobenzoate (132874-06-7) → 3-formyl-2-nitrobenzoic acid methyl ester (138229-59-1)

Guidance literature:

With 4-methylmorpholine N-oxide; In acetonitrile; at 20 ℃; for 16h; Molecular sieve;

Reference yield: 81.0%

methyl 3-(dichloromethyl)-2-nitrobenzoate → 3-formyl-2-nitrobenzoic acid methyl ester (138229-59-1)

Guidance literature:

With tetrabutylammomium bromide; water; zinc(II) chloride; at 20 - 30 ℃; Reagent/catalyst;

upstream raw materials:

methyl 3-(bromomethyl)-2-nitrobenzoate

methyl 3-[2-(E)-(dimethylamino)ethenyl]-2-nitro-benzoate

methyl 3-methyl-2-nitrobenzoate

β-(dimethylamino)-3-carbomethoxy-2-nitrostyrene

Downstream raw materials:

methyl 2-nitro-3-[(4-trifluoromethylphenylimino)methyl]benzoate

methyl 3-(morpholin-4-ylmethyl)-2-nitrobenzoate

18-(nitrobenzylideneamino)phenylpiperidine-1-carboxylate

(3S)-3-[4-[7-(aminocarbonyl)-2H-indazol-2-yl]phenyl]piperidinium chloride

Refernces

• 1、 -. "Indazole formamide compound as well as preparation method and application thereof". Paragraph 0035; 0040-0041. . Retrieved 2021/02/16.
• 2、 -. "PROCESSES FOR THE PREPARATION OF NIRAPARIB AND INTERMEDIATES THEREOF". Paragraph 00181; 00182. . Retrieved 2019/03/05.