Diisopropylethylamine → Rac-cis-2-[4-(4-cyclopropylcarbamoyl-phenyl)-thiazol-2-ylcarbamoyl]-cyclopentanecarboxylic acid methyl ester

関与物質

役割	名称	HCID	仕込み量
反応物	Diisopropylethylamine	HCID 81531	—
反応物	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
反応物	rac-(1R,2S)-2-(methoxycarbonyl)cyclopentane-1-carboxylic acid	HCID 11344263	—
反応物	4-(2-Amino-thiazol-4-yl)-N-cyclopropyl-benzamide	HCID 59228792	—
溶媒	Dimethylformamide	HCID 6228	—
生成物	Rac-cis-2-[4-(4-cyclopropylcarbamoyl-phenyl)-thiazol-2-ylcarbamoyl]-cyclopentanecarboxylic acid methyl ester	HCID 87485281	—

反応手順

Rac-cis-cyclopentane-1,2-dicarboxylic acid monomethyl ester (172 mg) was dissolved in DMF (5 mL) and treated with HATU (1.1 eq. 470 mg) and DIEA (3 eq, 500 μL) and stirred for 15 minutes. Then 4-(2-amino-thiazol-4-yl)-N-cyclopropyl-benzamide (1 eq, 260 mg) was added and the mixture stirred at ambient temperature overnight. The reaction was cooled, filtered and the solvents removed. The resulting mixture was redissolved in 5 ml of 90% DMF, 10% water with 0.1% TFA and purified by reverse phase HPLC to give the product. MS: 414.5.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US07595398B2
出典データセット	uspto-grants-2009_09
ORD ID	ord-dedc7d3e95cd494fb8737c7fbcb673e4
出典メモ	uspto-grants-2009_09