Hydrochloric Acid → Ammonia

関与物質

役割	名称	HCID	仕込み量
反応物	Hydrochloric Acid	HCID 313	—
反応物	5-{1-[2-(1-phenyl-ethylamino)-pyridin-4-yl]-1H-indazol-3-yl}-2,5-diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester	HCID 68910731	—
触媒	Methanol	HCID 887	—
溶媒	1,4-Dioxane	HCID 31275	—
生成物	Ammonia	HCID 222	5%
生成物	(S)-{4-[3-((1s,4S)-2,5-Diaza-bicyclo[2.2.1]hept-2-yl)-indazol-1-yl]-pyridin-2-yl}-(1-phenyl-ethyl)-amine	HCID 68905815	—

反応手順

To the 5-{1-[2-(1-phenyl-ethylamino)-pyridin-4-yl]-1H-indazol-3-yl}-2,5-diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester (0.044 g, 0.086 mmol) were added 4N HCl in dioxane (1 mL) and a few drops of methanol. After stirring at room temperature for 30 min, the reaction was concentrated in vacuo and the residue was partitioned between methylene chloride and saturated sodium bicarbonate; the aqueous layer was back-extracted with methylene chloride (2×). The combined organic extract was dried (K2CO3), filtered, and concentrated in vacuo. Flash chromatography with 1%, 3%, and 5% 2M NH3 in MeOH/CHCl3 gave the title compound as a cream colored solid. MS (ES+): 411.3 [M+H]+, 409.5 [M−H]−.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US07582631B2
出典データセット	uspto-grants-2009_09
ORD ID	ord-2628d9afc08144469b329a41aee971d3
出典メモ	uspto-grants-2009_09