Salicylaldehyde → n-(2-Hydroxyphenylmethyl)-n'-(1h-benzimidazol-2-ylmethyl)-n'-(5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamine

関与物質

役割	名称	HCID	仕込み量
反応物	Salicylaldehyde	HCID 6998	—
反応物	Sodium triacetoxyborohydride	HCID 5049666	—
反応物	N-[(1H-Benzo[d]imidazol-2-yl)methyl]-N-(4-(aminomethyl)-benzyl)-5,6,7,8-tetrahydroquinolin-8-amine	HCID 21985008	—
溶媒	Dichloromethane	HCID 6344	—
生成物	n-(2-Hydroxyphenylmethyl)-n'-(1h-benzimidazol-2-ylmethyl)-n'-(5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamine	HCID 22018567	54%

反応手順

Using General Procedure B: To a stirred solution of N′-(1H-benzimidazol-2-ylmethyl)-N′-(5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamine (147 mg, 0.37 mmol) and salicylaldehyde (0.04 mL, 0.38 mmol) in CH2Cl2 (5 mL) was added NaBH(OAc)3 (100 mg, 0.47 mmol) and the resultant mixture was stirred at room temperature for 16 hours. Purification of the crude material by radial chromatography on silica gel gel (2 mm plate, 75:1:1 CH2Cl2/MeOH/NH4OH) afforded the free amine (100 mg, 54%) as a white foam.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US07084155B2
出典データセット	uspto-grants-2006_08
ORD ID	ord-f5d0730dc5f14fbd876c5c487555fef6
出典メモ	uspto-grants-2006_08