1-Hydroxybenzotriazole → HCID 11626297, compound

Participants

Role	Name	HCID	Charge
Reactant	1-Hydroxybenzotriazole	HCID 75771	—
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	(S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine	HCID 853152	—
Reactant	1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride	HCID 2723939	—
Reactant	HCID 59264680	HCID 59264680	—
Solvent	dichloromethane N,N-dimethylformamide	HCID 22350042	—
Product	HCID 11626297	HCID 11626297	57.1%

Reaction Steps

The title compound is prepared in a manner substantially analogous to General Procedure D in 5 mL 20% DMF/dichloromethane using 4-[5-(Pyrrolidine-1-carbonyl)-thiophen-2-yl]-benzoic acid (121 mg, 0.40 mmol), EDC-HCl (115 mg, 0.60 mmol), HOBt (81 mg, 0.60 mmol), DIEA (0.17 mL, 1.0 mmol) and (S)(+)-1-(2-pyrrolidinylmethyl)pyrrolidine (52 mg, 0.34 mmol) to give the title compound (85 mg, 57% yield). MS (ES+) 438.3 (M+H)+

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07705025B2
Source dataset	uspto-grants-2010_04
ORD ID	ord-08aad30a7a6e43708db3b7d5ff8d1d78
Source note	uspto-grants-2010_04