Ethylamine hydrochloride → [2-Chloro-4-(2,4-difluoro-phenylamino)-phenyl]-{5-[4-(2-ethylamino-ethyl)-[1,2,3]triazol-1-yl]-2-methyl-phenyl}-methanone

https://huagongshe.com/reaction/2067265

Participants

Role	Name	HCID	Charge
Reactant	Ethylamine hydrochloride	HCID 11198	—
Reactant	[2-Chloro-4-(2,4-difluoro-phenylamino)-phenyl]-{2-methyl-5-[4-(2-morpholin-4-yl-ethyl)-[1,2,3]triazol-1-yl]-phenyl}-methanone	HCID 11692340	—
Reactant	Toluene-4-sulfonic acid 2-(1-{3-[2-chloro-4-(2,4-difluoro-phenylamino)-benzoyl]-4-methyl-phenyl}-1H-[1,2,3]triazol-4-yl)-ethyl ester	HCID 86605530	—
Product	[2-Chloro-4-(2,4-difluoro-phenylamino)-phenyl]-{5-[4-(2-ethylamino-ethyl)-[1,2,3]triazol-1-yl]-2-methyl-phenyl}-methanone	HCID 11677663	—

Reaction Steps

The reaction was carried out similarly as described in the preparation of compound 138, using compound 435 (0.24 mmol) and ethylamine hydrochloride (0.55 mg). The crude product was purified by continuous gradient flash chromatography using MeOH/DCM 0:100 to 15:85 as the eluent to afford the title compound. 13C NMR (CDCl3) δ 194.8, 159.4 (dd), 155.8 (dd), 148.6, 144.7, 140.8, 138.3, 135.4, 134.6, 133.9, 132.6, 128.2, 124.9 (dd), 124.1 (dd), 122.2, 120.8, 120.4, 116.1, 112.7, 111.7 (dd), 105.0 (dd), 46.5, 42.8, 23.2, 19.9, 12.1

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08293772B2
Source dataset	uspto-grants-2012_10
ORD ID	ord-5a1eb3db9cde4f4296fd8ac9e8c0d8e9
Source note	uspto-grants-2012_10