Dimethylformamide → (R)-2-(5-(2-(1-Hydroxycycloheptyl)acetamido)-6-methyl-1-oxoisoquinolin-2(1H)-yl)propyl acetate

Participants

Role	Name	HCID	Charge
Reactant	Dimethylformamide	HCID 6228	—
Reactant	Dichloromethane	HCID 6344	—
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
Reactant	2-(1-Hydroxycycloheptyl)acetic acid	HCID 54593086	—
Reactant	(R)-2-(5-amino-6-methyl-1-oxoisoquinolin-2(1H)-yl)propyl acetate	HCID 59515683	—
Product	(R)-2-(5-(2-(1-Hydroxycycloheptyl)acetamido)-6-methyl-1-oxoisoquinolin-2(1H)-yl)propyl acetate	HCID 59845716	—

Reaction Steps

A round bottom flask was charged with (R)-2-(5-amino-6-methyl-1-oxoisoquinolin-2(1H)-yl)propyl acetate (100.00 mg, 0.36454 mmol), 2-(1-hydroxycycloheptyl)acetic acid (75.3 mg, 0.437 mmol), N,N,N′,N′-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (346 mg, 0.911 mmol), N,N-diisopropylethylamine (0.159 mL, 0.911 mmol), N,N-dimethylformamide (2 mL, 30 mmol) and methylene chloride (8 mL, 100 mmol). The reaction mixture was stirred at room temperature overnight. The solvent was removed under reduced pressure and the residue was taken onto the next step without further purification.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08093265B2
Source dataset	uspto-grants-2012_01
ORD ID	ord-3666586367784effbff7798da07e2d90
Source note	uspto-grants-2012_01