Diisopropylethylamine → Methyl 2-[({1-[(3,4-dichlorophenyl)methyl]-1H-1,2,3-triazol-4-yl}carbonyl)amino]-1,3-thiazole-5-carboxylate

関与物質

役割	名称	HCID	仕込み量
反応物	Diisopropylethylamine	HCID 81531	—
反応物	Methyl 2-aminothiazole-5-carboxylate	HCID 238005	—
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	1-(3,4-dichlorobenzyl)-1H-1,2,3-triazole-4-carboxylic acid	HCID 59583651	—
溶媒	Dimethylformamide	HCID 6228	—
生成物	Methyl 2-[({1-[(3,4-dichlorophenyl)methyl]-1H-1,2,3-triazol-4-yl}carbonyl)amino]-1,3-thiazole-5-carboxylate	HCID 59583664	44%

反応条件

温度	40 °C

反応手順

A mixture of 1-[(3,4-dichlorophenyl)methyl]-1H-1,2,3-triazole-4-carboxylic acid (Intermediate 11) (1 g, 3.6 mmol), methyl 2-amino-1,3-thiazole-5-carboxylate (0.58 g, 3.6 mmol), HATU (1.82 g, 1.3 eq) and DIPEA (0.9 mL, 1.3 eq) in DMF (50 mL) was stirred at 40° C. for 3 days. The solvent was evaporated and the residue was washed with water and extracted with DCM. A precipitate was formed, filtered and triturated with a mixture of methanol/acetonitrile. After filtration, the yellow solid was dried to give the title compound as a pale yellow solid (644 mg, 44%). LC/MS: m/z 412 (M+H)+. Rt: 3.21 min.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US08207204B2
出典データセット	uspto-grants-2012_06
ORD ID	ord-0e4dd81a0f604d5abbc3277d61d9af30
出典メモ	uspto-grants-2012_06