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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 724523Generated: October 31, 2026

5-(2-tert-Butoxycarbonylamino-ethylcarbamoyl)-1H-indole-2-carboxylic acid pentafluorophenyl ester → [2-({2-[5-(3-Carbamimidoyl-propylcarbamoyl)-1-(3-methyl-butyl)-1H-pyrrol-3-ylcarbamoyl]-1H-indole-5-carbonyl}-amino)-ethyl]-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/724523

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-(2-tert-Butoxycarbonylamino-ethylcarbamoyl)-1H-indole-2-carboxylic acid pentafluorophenyl esterHCID 86591604—
Reactant1-(3-Methyl-butyl)-4-nitro-1H-pyrrole-2-carboxylic acid (3-carbamimidoyl-propyl)-amideHCID 86760303—
Product[2-({2-[5-(3-Carbamimidoyl-propylcarbamoyl)-1-(3-methyl-butyl)-1H-pyrrol-3-ylcarbamoyl]-1H-indole-5-carbonyl}-amino)-ethyl]-carbamic acid tert-butyl esterHCID 6959932658%

Reaction Steps

1-(3-Methyl-butyl)-4-nitro-1H-pyrrole-2-carboxylic acid (3-carbamimidoyl-propyl)-amide (prepared by the methods described in Dyatkina et al. J. Med. Chem., 45:805–817, 2002) was reduced to its amine by hydrogenation according to the procedure for 97. The amine was then coupled with compound 33 according to the similar procedure for preparation of compound 95 to give compound 101 in 58% yield. MS: 609.33 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07141680B2
Source datasetuspto-grants-2006_11
ORD IDord-45dcb7f6149b4946b7469f0ab798de48
Source noteuspto-grants-2006_11