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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 362911Generated: October 31, 2026

Methanol → 5-methylamino-2-nitro-N-[(1-diphenylmethylpiperidin-4-yl)methyl]benzamide

https://huagongshe.com/reaction/362911

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantMethylamineHCID 6329—
Reactant5-fluoro-2-nitro-N-[(1-diphenylmethylpiperidin-4-yl)methyl]benzamideHCID 67595215—
SolventDimethylformamideHCID 6228—
Product5-methylamino-2-nitro-N-[(1-diphenylmethylpiperidin-4-yl)methyl]benzamideHCID 67594574—

Reaction Conditions

Temperature180 °C

Reaction Steps

Step 1): A mixture of 5-fluoro-2-nitro-N-[(1-diphenylmethylpiperidin-4-yl)methyl]benzamide (2.68 g, 6 mmol) and 40% methylamine in MeOH (5 ml, 64 mmol) in DMF (30 ml) was heated in a sealed tube at 180° C. for 7 hours. After cooling, the reaction mixture was poured into H2O and extracted with AcOEt. The extract was washed with H2O, dried over MgSO4 and evaporated, followed by crystallization from EtOH to give 5-methylamino-2-nitro-N-[(1-diphenylmethylpiperidin-4-yl)methyl]benzamide, 2.28 g (83%): mp 185° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05872115
Source datasetuspto-grants-1999_02
ORD IDord-64f9dcbe33bf40a08edac349431e5495
Source noteuspto-grants-1999_02