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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 974172Generated: October 30, 2026

(4-Nitrophenyl)acetic acid → Trans (+/-) N-methyl-4-nitro-N-[2(1-pyrrolidinyl)-1,2,3,4-tetrahydro-1-naphthyl]-benzene acetamide

https://huagongshe.com/reaction/974172

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(4-Nitrophenyl)acetic acidHCID 4661—
Reactanttrans-1,2,3,4-Tetrahydro-1-methylamino-2-(pyrrolidin-1-yl)naphthaleneHCID 14476583—
ProductTrans (+/-) N-methyl-4-nitro-N-[2(1-pyrrolidinyl)-1,2,3,4-tetrahydro-1-naphthyl]-benzene acetamideHCID 1447659292%

Reaction Steps

Using the procedure of Step C of Example 1, 770 mg of (p-nitrophenyl) acetic acid and 700 mg of the product of Step B of Example 1 were reacted to obtain 1.4 g of crude product which was purified by chromatography on silica (eluant: methylene chloride 90, methanol 10) to obtain 1.1 g of product which was crystallized from ethyl ether to obtain 480 mg of product. Two crystallizations from isopropanol were effected to obtain 300 mg of the expected product melting at 135° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05068244
Source datasetuspto-grants-1991_11
ORD IDord-761bca893d46423199347578966f5542
Source noteuspto-grants-1991_11