tert-butyl N-(2-oxoethyl)carbamate → N'-(4-{[(1H-Benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-ethane-1,2-diamine

関与物質

役割	名称	HCID	仕込み量
反応物	tert-butyl N-(2-oxoethyl)carbamate	HCID 4247255	—
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	Tetrahydrofuran	HCID 8028	—
生成物	N'-(4-{[(1H-Benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-ethane-1,2-diamine	HCID 21985114	17%

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 (250 mg, 0.629 mmol) and (2-oxo-ethyl)-carbamic acid tert-butyl ester (100 mg, 0.628 mmol) in THF (6.3 mL) was added NaBH(OAc)3 (173 mg, 0.816 mmol) and the mixture was stirred at room temperature for 22 h. Purification of the crude material by column chromatography on silica gel (200:5:1 CH2Cl2/MeOH/NH4OH) afforded a colourless oil (47 mg).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US07091217B2
出典データセット	uspto-grants-2006_08
ORD ID	ord-46852be027304803a1cc633363f06368
出典メモ	uspto-grants-2006_08