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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 379768Generated: October 30, 2026

4-Chloro-2-[(ethoxycarbonyl)amino]benzonitrile → 3-Amino-6-chloro-1-(ethoxycarbonyl)-2-(4-methylpyridine-2-carbonyl)indole

https://huagongshe.com/reaction/379768

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-2-[(ethoxycarbonyl)amino]benzonitrileHCID 18367888—
Reactant2-Bromoacetyl4-methylpyridine hydrobromideHCID 23003603—
Product3-Amino-6-chloro-1-(ethoxycarbonyl)-2-(4-methylpyridine-2-carbonyl)indoleHCID 18367725—

Reaction Steps

The title compound was prepared according to the procedure described in step 2 of Example 1 from 4-chloro-2-(ethoxycarbonylamino)benzonitrile (Example 1, step 1) and 2-(bromoacetyl)-4-methylpyridine hydrobromide (F. H. Case et al., J. Am. Chem. Soc., 1956, 78, 5842). 1H-NMR (CDCl3) δ: 8.46 (1H, d, J=4.8 Hz), 8.22 (1H, d, J=1.8 Hz), 7.89 (1H, s), 7.51 (1H, d, J=8.4 Hz), 7.24 (1H, dd, J=1.8, 8.4 Hz), 7.20 (1H, br d, J=4.8 Hz), 5.97 (2H, br s), 3.80 (2H, q, J=7.0 Hz), 2.46 (3H, s), 0.90 (3H, t, J=7.0 Hz)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06300363B1
Source datasetuspto-grants-2001_10
ORD IDord-fece09450da640518ff6a8cd745ee194
Source noteuspto-grants-2001_10