Hydrochloric Acid → n-((1r)-1-[(4-Chlorophenyl)methyl]-2-{4-[2-({[(2-nitrophenyl)methyl]sulfonyl}amino)phenyl]piperazinyl}-2-oxoethyl)((3s)(3-1,2,3,4-tetrahydroisoquinolyl))carboxamide

関与物質

役割	名称	HCID	仕込み量
反応物	Hydrochloric Acid	HCID 313	—
反応物	Pyridine	HCID 1049	—
反応物	(2-nitrophenyl)methanesulfonyl Chloride	HCID 4305447	—
反応物	Tert-Butyl 4-(2-[(Methylsulfonyl)Amino]Phenyl)-Piperazinecarboxylate	HCID 21935212	—
反応物	tert-butyl 3-(N-{(1R)-2-[4-(2-aminophenyl)piperazinyl]-1-[(4-chlorophenyl)methyl]-2-oxoethyl}carbamoyl)(3S)-1,2,3,4-tetrahydroisoquinoline-2-carboxylate	HCID 58714321	—
溶媒	1,2-Dichloroethane	HCID 11	—
溶媒	Ethyl Acetate	HCID 8857	—
生成物	n-((1r)-1-[(4-Chlorophenyl)methyl]-2-{4-[2-({[(2-nitrophenyl)methyl]sulfonyl}amino)phenyl]piperazinyl}-2-oxoethyl)((3s)(3-1,2,3,4-tetrahydroisoquinolyl))carboxamide	HCID 10283676	6.3%

反応手順

Following the procedure for the synthesis of Preparation III, the title compound was prepared from tert-butyl 3-(N-{(1R)-2-[4-(2-aminophenyl)piperazinyl]-1-[(4-chlorophenyl)methyl]-2-oxoethyl}carbamoyl)(3S)-1,2,3,4-tetrahydroisoquinoline-2-carboxylate (Preparation IX) (250 mg, 0.40 mmol) in ClCH2CH2Cl (1.5 mL), pyridine (0.040 mL, 0.44 mmol), and 2-nitro-α-toluenesulfonyl chloride (Aldrich) (104 mg, 0.44 mmol). The crude was treated with a soln of HCl satd EtOAc, which resulted in the precipitation of the salt. This material was collected by filtration, dried in vacuo, and recrystallized from MeOH to afford the product as the HCl salt (18 mg). MS (ESI, pos. ion) m/z: 717 (M+H). Calc'd for C36H37ClN6O4S: 716.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US07560460B2
出典データセット	uspto-grants-2009_07
ORD ID	ord-d055766315c44961a0fcafa0d8b414b5
出典メモ	uspto-grants-2009_07