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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1898420Generated: October 26, 2026

2-Fluoro-4-methylaniline → 2-((2-Chloro-6-fluorophenyl)amino)-N-(2-fluoro-4-methylphenyl)-1,7,7-trimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxamide

https://huagongshe.com/reaction/1898420

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Fluoro-4-methylanilineHCID 67984—
ReactantTrimethylaluminumHCID 16682925—
Reactantmethyl 2-((2-chloro-6-fluorophenyl)amino)-1,7,7-trimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxylateHCID 67503529—
SolventTolueneHCID 1140—
Product2-((2-Chloro-6-fluorophenyl)amino)-N-(2-fluoro-4-methylphenyl)-1,7,7-trimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxamideHCID 5697111620.4%

Reaction Steps

The title compound was prepared following the procedure described for Example-137 using methyl 2-((2-chloro-6-fluorophenyl)amino)-1,7,7-trimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxylate (Step-7 of Intermediate-49, 0.100 g, 0.247 mmol), 2-fluoro-4-methyl aniline (0.046 g, 0.371 mmol), trimethyl aluminium (2M solution in toluene) (1 mL) and dry toluene (5.0 mL) to afford 0.025 g of the desired product. 1HNMR (DMSO-d6): δ 1.58 (s, 6H), 2.29 (s, 3H), 3.48 (s, 2H), 3.56 (s, 3H), 7.00 (d, J=8.4 Hz, 2H), 7.13-7.30 (m, 4H), 8.29 (t, J=9 Hz, 1H), 9.94 (s, 1H), 10.51 (s, 1H). MS [M+H]+: 497.23.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08519149B2
Source datasetuspto-grants-2013_08
ORD IDord-bcb51c1a68e0443abd5284e651335914
Source noteuspto-grants-2013_08