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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1424911Generated: October 27, 2026

1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → tert-Butyl cis(+/-)-4-{[(5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidine-1-carboxylate

https://huagongshe.com/reaction/1424911

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant5-ethyl-1H-imidazole-2-carboxylic acidHCID 55303493—
Reactant(3R,4S)-4-Amino-1-boc-3-methoxypiperidineHCID 57362389—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Producttert-Butyl cis(+/-)-4-{[(5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidine-1-carboxylateHCID 8664846355%

Reaction Steps

The same operation as in Example (1g) was performed using tert-butyl cis(±)-4-amino-3-methoxypiperidine-1-carboxylate obtained by the method described in Example (1e) (0.20 g, 0.87 mmol), 5-ethyl-1H-imidazole-2-carboxylic acid obtained in Example (1b) (85 mg, 0.44 mmol), WSC hydrochloride (0.55 g, 2.87 mmol) and DMAP (115 mg, 0.94 mmol), to obtain 85 mg of the title compound as a pale yellow solid (55%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927588B2
Source datasetuspto-grants-2015_01
ORD IDord-307b8125c29d466ca5862b6392712efe
Source noteuspto-grants-2015_01