Diisopropylethylamine → HCID 59140902, compound

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-	HCID 85083	—
Reactant	4-(2-Amino-1,3-thiazol-4-yl)benzoic acid	HCID 613179	—
Reactant	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 59140902	HCID 59140902	—
Product	HCID 86616447	HCID 86616447	—

Reaction Steps

A mixture of (S)-pyrrolidine-1,2-dicarboxylic acid 1-tertbutyl ester (1.30 g, 6.04 mmol), HATU (2.31 g, 6.07 mmol)), and DIEA (1.2 mL, 9.18 mmol) in DMF (32 mL) was stirred at room temperature for 1 h. Then 4-(2-amino-thiazol-4-yl)-benzoic acid (0.89 g, 4.04 mmol) was added and the reaction mixture was stirred at room temperature overnight. The resulting mixture was purified by reverse phase HPLC to furnish the desired product (S)-2-[4-(4-carboxy-phenyl)-thiazol-2-ylcarbamoyl]-pyrrolidine-1-carboxylic acid tert-butyl ester; MS: 418.1 (M+H+).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07595398B2
Source dataset	uspto-grants-2009_09
ORD ID	ord-29ed92ac2c9f4e0c933f1f25abd04bca
Source note	uspto-grants-2009_09