Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1874823Generated: October 26, 2026

Isonicotinic Acid → N-({4-Chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-5-[(4-pyridinylcarbonyl)amino]-1H-indole-2-carboxamide

https://huagongshe.com/reaction/1874823

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsonicotinic AcidHCID 5922—
ReactantDiisopropylethylamineHCID 81531—
ReactantBis(2-oxo-3-oxazolidinyl)phosphinic chlorideHCID 152842—
Reactant5-amino-N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1H-indole-2-carboxamide trifluoroacetateHCID 86644884—
ProductN-({4-Chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-5-[(4-pyridinylcarbonyl)amino]-1H-indole-2-carboxamideHCID 5945153234%

Reaction Steps

The title compound (0.020 g, 34% yield) was prepared from 5-amino-N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1H-indole-2-carboxamide trifluoroacetate (0.060 g, 0.103 mmol), 4-pyridinecarboxylic acid (0.013 g, 0.103 mmol), DIPEA (0.090 ml, 0.514 mmol) and bis(2-oxo-3-oxazolidinyl)phosphinic chloride (0.079 g, 0.309 mmol) in a similar manner as described in the general procedure. 1H NMR (400 MHz, DMSO-d6): δ ppm 11.64 (s, 1H), 10.39 (s, 1H), 8.90-9.22 (m, 1H), 8.76 (d, 8.09 (s, 1H), 7.86 (d, 2H), 7.81 (s, 1H), 7.52 (s, 1H), 7.43-7.51 (m, 3H), 7.36-7.43 (m, 2H), 7.16 (d, 1H), 4.56 (d, 2H). MS: m/z 574 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304419B2
Source datasetuspto-grants-2012_11
ORD IDord-1b2fb59885dd42c4874e367e5cc27c17
Source noteuspto-grants-2012_11