Sodium Iodide → (2S,4S)-4-Fluoro-1-({[2,4,6-trimethyltetrahydro-2H-pyran-4-yl]amino}acetyl)-2-pyrrolidinecarbonitrile

Participants

Role	Name	HCID	Charge
Reactant	Sodium Iodide	HCID 5238	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	2,4,6-Trimethyloxan-4-amine	HCID 18437324	—
Reactant	(2S,4S)-1-(2-Chloroacetyl)-4-fluoropyrrolidine-2-carbonitrile	HCID 57518632	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	(2S,4S)-4-Fluoro-1-({[2,4,6-trimethyltetrahydro-2H-pyran-4-yl]amino}acetyl)-2-pyrrolidinecarbonitrile	HCID 69331893	—

Reaction Steps

To a mixture of (2,4,6-Trimethyltetrahydro-2H-pyran-4-yl)amine obtained in Example 9-4 (900 mg) and K2CO3 (1.2 g) in tetrahydrofuran (10 mL) cooled on an ice bath, were added (2S,4S)-1-(chloroacetyl)-4-fluoro-2-pyrrolidinecarbonitrile obtained in Example 7-11 (700 mg) and a catalytic amount of NaI. The reaction mixture was warmed to room temperature and stirred for 65 hrs.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07186731B2
Source dataset	uspto-grants-2007_03
ORD ID	ord-cd7dc86ab81347b28ca39aa9b0c40a76
Source note	uspto-grants-2007_03