Trifluoroacetic acid → 6-AMINO-N-(4-{4-[4-(3-CHLORO-PHENYLAMINO)-5-OXO-6,7-DIHYDRO-5H-5lambda4-THIENO[3,2-D]-PYRIMIDIN-2-YL]-PIPERAZIN-1-YL}-PHENYL)-NICOTINAMIDE TRIFLUOROACETATE

https://huagongshe.com/reaction/1911065

関与物質

役割	名称	HCID	仕込み量
反応物	Trifluoroacetic acid	HCID 6422	—
反応物	6-Aminonicotinic acid	HCID 18496	—
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	{2-[4-(4-amino-phenyl)-piperazin-1-yl]-5-oxo-6,7-dihydro-5H-5lambda4-thieno[3,2-d]pyrimidin-4-yl}-(3-chloro-phenyl)-amine trifluoroacetate	HCID 66736249	—
溶媒	Dimethyl Sulfoxide	HCID 679	—
溶媒	Water	HCID 962	—
溶媒	Diisopropylethylamine	HCID 81531	—
生成物	6-AMINO-N-(4-{4-[4-(3-CHLORO-PHENYLAMINO)-5-OXO-6,7-DIHYDRO-5H-5lambda4-THIENO[3,2-D]-PYRIMIDIN-2-YL]-PIPERAZIN-1-YL}-PHENYL)-NICOTINAMIDE TRIFLUOROACETATE	HCID 66736288	57.8%

反応手順

200 mg of {2-[4-(4-amino-phenyl)-piperazin-1-yl]-5-oxo-6,7-dihydro-5H-5λ4-thieno[3,2-d]pyrimidin-4-yl}-(3-chloro-phenyl)-amine trifluoroacetate are placed in 2.50 ml dimethylsulphoxide and combined with 100 μl diisopropylethylamine and 150 mg O-(7-azabenzotriazol-1-yl-)-N,N,N′,N′-tetramethyluronium-hexafluorophosphate (HATU). The mixture is stirred for 0.25 hours at ambient temperature, then 50 mg 6-aminonicotinic acid in 100 μl diisopropylethylamine are added. The reaction mixture is stirred for 16 hours at ambient temperature, then acidified with trifluoroacetic acid and 2 ml of water are added. The resulting salt is purified by preparative HPLC (method A). 140 mg of the product are obtained as the trifluoroacetate. Analytical HPLC (method B): RT=2.74 min.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US08604039B2
出典データセット	uspto-grants-2013_12
ORD ID	ord-5b1d73a04b654ab993d7efdcb7cbb763
出典メモ	uspto-grants-2013_12