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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1581997Generated: October 30, 2026

Benzylamine → N-benzyl-2-(tert-butoxycarbonylamino)-5-indan carboxamide

https://huagongshe.com/reaction/1581997

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzylamineHCID 7504—
ReactantTriethylamineHCID 8471—
Reactant2-DimethylaminopyridineHCID 21885—
Reactant2-((tert-butoxycarbonyl)amino)-2,3-dihydro-1H-indene-5-carboxylic acidHCID 22719598—
SolventDichloromethaneHCID 6344—
ProductN-benzyl-2-(tert-butoxycarbonylamino)-5-indan carboxamideHCID 2271964586.8%

Reaction Steps

Using 2-(tert-butoxycarbonylamino)-5-carboxyindan (400 mg, 1.44 mmol), benzylamine (0.24 ml, 2.2 mmol), triethylamine (1.4 ml, 10 mmol), propanephosphonic acid anhydride (2.1 ml), dimethylaminopyridine (a catalytic amount) and methylene chloride (12 ml), a similar procedure to a) in Example 29 was carried out. The product obtained was purified by silica gel chromatography (methylene chloride:methanol=95:5) to obtain N-benzyl-2-(tert-butoxycarbonylamino)-5-indan carboxamide (460 mg, 1.25 mmol) having the following physical properties:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06734180B1
Source datasetuspto-grants-2004_05
ORD IDord-fd10bdf655194515a6205f1abf6af41b
Source noteuspto-grants-2004_05