Oxindole → HCID 86584969, compound

Participants

Role	Name	HCID	Charge
Reactant	Oxindole	HCID 321710	—
Reactant	(2S)-2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoic acid	HCID 12135350	—
Reactant	3-Amino-1-methyl-1,3-dihydro-2H-indol-2-one--hydrogen chloride (1/1)	HCID 22312299	—
Product	HCID 86584969	HCID 86584969	—

Reaction Steps

Following General Procedure I above using N-(3,5-difluorophenylacetyl)-L-alanine (Example B) and 3-amino-1-methyl-2-indolinone monohydrochloride (Example 5-J), the title compound, as a ˜1:1 diastereomeric mixture at C3 of the indolinone, was prepared as a white solid having a decomposition point of 215-220° C. Purification was by flash chromatography eluting with 3:1 CH2Cl2/EtOAc gradient to straight EtOAc followed by recrystalization from CHCl3. Rf=0.16 and 0.22 (EtOAc). C20H19F2N3O3 (MW=387.39); mass spectroscopy (MH+) 387.0. Anal. Calcd for C20H19F2N3O3: C, 62.01; H, 4.94; N, 10.85. Found: C, 61.76; H, 5.17; N, 10.65.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06544978B2
Source dataset	uspto-grants-2003_04
ORD ID	ord-062c41936333465d9bca411284d3905a
Source note	uspto-grants-2003_04