N-Methylpropylamine → Methyl 3-iodo-5-{[methyl(propyl)amino]carbonyl}benzoate

関与物質

役割	名称	HCID	仕込み量
反応物	N-Methylpropylamine	HCID 12315	—
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	3-Iodo-5-(methoxycarbonyl)benzoic acid	HCID 15840391	—
溶媒	Dimethylformamide	HCID 6228	—
溶媒	Ethyl Acetate	HCID 8857	—
生成物	Methyl 3-iodo-5-{[methyl(propyl)amino]carbonyl}benzoate	HCID 21086185	—

反応手順

To 3-iodo-5-(methoxycarbonyl)benzoic acid (1.0 g, 3.3 mmol), prepared as in EXAMPLE SP-281, step 1, and diisopropylethylamine (1.7 mL, 9.8 mmol) in DMF (10 mL) is added O-(7-Azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (HATU, 1.5 g, 3.9 mmol) then N-methylpropylamine (503 μL, 4.9 mmol). The solution is stirred at room temperature 2 h. The solution is diluted in ethyl acetate and washed with water, saturated sodium bicarbonate, and brine. The organic layer is dried over sodium sulfate, filtered and concentrated under reduced pressure to give the title compound in crude form. This material is purified by flash chromatography (40% ethyl acetate/hexane) to give the purified title compound. MS (ESI) [M+H+]=362.4.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US07176242B2
出典データセット	uspto-grants-2007_02
ORD ID	ord-e8fd760dbc4847d6b43a3c2a9acae205
出典メモ	uspto-grants-2007_02