1-(2-Hydroxyethyl)-4-methylpiperazine → Hydrochloric Acid

Participants

Role	Name	HCID	Charge
Reactant	1-(2-Hydroxyethyl)-4-methylpiperazine	HCID 231184	—
Reactant	Ether hydrochloride	HCID 10953452	—
Reactant	2-((3R,5S)-3,4,5-trimethylpiperazin-1-yl)ethanol	HCID 67974054	—
Reactant	7-chloro-N-(1-((6-isopropylpyridin-2-yl)methyl)-3-methyl-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide	HCID 67975863	—
Solvent	Methanol	HCID 887	—
Product	Hydrochloric Acid	HCID 313	45%
Product	N-(1-((1-isopropyl-1H-pyrazol-3-yl)methyl)-3-methyl-1H-indazol-4-yl)-7-(2-(4-methylpiperazin-1-yl)ethoxy)imidazo[1,2-a]pyridine-3-carboxamide Bis Hydrochloride	HCID 86699330	—

Reaction Steps

Prepared according to Example 7, Step F, substituting 7-chloro-N-(1-((1-isopropyl-1H-pyrazol-3-yl)methyl)-3-methyl-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide for 7-chloro-N-(1-((6-isopropylpyridin-2-yl)methyl)-3-methyl-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide and 2-(4-methylpiperazin-1-yl)ethanol for 2-((3R,5S)-3,4,5-trimethylpiperazin-1-yl)ethanol. The HCl salt was prepared by subjecting the compound to 4M HCl/ether (20 equivalents) in methanol and concentrating under reduced pressure to give the bis-HCl salt (45%). MS (APCI), positive scan, m/z=556.3 (M+H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09174981B2
Source dataset	uspto-grants-2015_11
ORD ID	ord-598ee1da835646dcb2170ac9db76ee87
Source note	uspto-grants-2015_11