Dicyclohexylcarbodiimide → HCID 131726734, compound

Participants

Role	Name	HCID	Charge
Reactant	Dicyclohexylcarbodiimide	HCID 10868	—
Reactant	N-(tert-butoxycarbonyl)glycine	HCID 78288	—
Reactant	2-[(2-Aminoethyl)amino]-8-(2,6-difluorophenyl)-4-(4-fluoro-2-methylphenyl)pyrido[2,3-d]pyrimidin-7(8H)-one	HCID 59639577	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	HCID 131726734	HCID 131726734	—

Reaction Steps

The title compound of Example 157 (168 mg, 0.0004 mol) in dry THF (2 mL) with tert-butoxycarbonylglycine (70 mg, 0.0004 mol) was treated with dicyclohexylcarbodiimide (82.4 mg, 0.0004 mol) in dry THF (2 mL). The solution was stirred 16h at 23°; filtered and stripped to dryness. The residue was taken up in methylene chloride (5 mL) and applied to a Chromatotron™ Rotor Plate (1000 u thickness); plate eluted with methylene chloride-methanol gradient (0% to 3% MeOH). This afforded 122 mg (52%) of the title compound as a light red solid. LC MS (m/e)=583(MH+). Rt=2.12 min.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08058282B2
Source dataset	uspto-grants-2011_11
ORD ID	ord-aea311c4505445d89fa8905aa83cbfdf
Source note	uspto-grants-2011_11