2-(3-Oxobutyl)isoindoline-1,3-dione → 3-[[1-(3-Amino-1-methyl-propyl)-piperidin-4-yl]-(5-chloro-2-fluoro-benzyl)-amino]-benzoic acid methyl ester

Participants

Role	Name	HCID	Charge
Reactant	2-(3-Oxobutyl)isoindoline-1,3-dione	HCID 290728	—
Reactant	4-[(5-Chloro-2-fluoro-benzyl)-(3-methoxycarbonyl-phenyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester	HCID 68971720	—
Product	3-[[1-(3-Amino-1-methyl-propyl)-piperidin-4-yl]-(5-chloro-2-fluoro-benzyl)-amino]-benzoic acid methyl ester	HCID 68968858	—

Reaction Steps

Using general procedure C with the carbamate (910 mg, 1.91 mmol), then general procedure B with the resulting amine and 2-(3-oxo-butyl)-isoindole-1,3-dione (565 mg, 2.60 mmol) and then using general procedure D gave 3-[[1-(3-amino-1-methyl-propyl)-piperidin-4-yl]-(5-chloro-2-fluoro-benzyl)-amino]-benzoic acid methyl ester as a white foam (473 mg, 56% over 3 steps).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07491735B2
Source dataset	uspto-grants-2009_02
ORD ID	ord-9727ef4fa60a40e088d90e3a039b2db5
Source note	uspto-grants-2009_02