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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2053522Generated: October 25, 2026

Methanol → 2-(N-Methylbenzylamino)-cis-4,5-diphenyl-4,5-dihydro-imidazole-1-carboxylic Acid Tert-Butyl Ester

https://huagongshe.com/reaction/2053522

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantN-MethylbenzylamineHCID 7669—
Reactantcis-4,5-Diphenyl-2-methylthio-4,5-dihydro-imidazole-1-carboxylic Acid, Tert-Butyl EsterHCID 86596320—
SolventDichloromethaneHCID 6344—
Product2-(N-Methylbenzylamino)-cis-4,5-diphenyl-4,5-dihydro-imidazole-1-carboxylic Acid Tert-Butyl EsterHCID 6856976922.9%

Reaction Conditions

Temperature95 °C

Reaction Steps

A mixture of intermediate 59 (0.4 g, 0.00109 mol), N-methylbenzylamine (0.42 mL, 0.00326 mol) and MeOH (0.1 mL) is heated at 95° C. for 2 days. The reaction mixture is cooled to RT, dichloromethane is added and the mixture is purified by chromatography on silica gel; gradient elution with heptane:EtOAc (80:20-75:25) gives 110 mg of the product 81. 1H NMR (CDCl3) δ 7.50-7.20 (m, 6H), 7.10-6.90 (m, 7H), 6.90-6.75 (m, 2H), 5.52 (q, 2H), 4.84 (d, 1H), 4.52 (d, 1H), 2.97 (s, 3H), 1.45 (s, 9H); MS: m/z 442 (M++1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07326792B2
Source datasetuspto-grants-2008_02
ORD IDord-f37cb57c413246fc9a9d8f6ffbbbfbd8
Source noteuspto-grants-2008_02