4-amino-2-[(tert-butylamino)methyl]-6-isopropylphenol -Drug Synthesis Database

【结构式】

【分子编号】38280

【品名】4-amino-2-[(tert-butylamino)methyl]-6-isopropylphenol

【CA登记号】

【分子式】C₁₄H₂₄N₂O

【分子量】236.35744

【元素组成】C 71.14% H 10.23% N 11.85% O 6.77%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(IV)

The reaction of 2-isopropylphenol (I) first with NaNO2/AcOH, then with Na2S2O4 and finally with acetic anhydride gives the acetamide (II), which is treated with formaldehyde and tert-butylamine in ethanol yielding the tert-butylaminomethyl derivative (III). The hydrolysis of (III) with 6M HCl affords the aminophenol (IV), which is finally condensed with 4,7-dichloroquinoline (V) in refluxing ethanol.

参考文献中间体

合成目标

【1】 Raynes, K.J.; Stocks, P.A.; Ward, S.A.; O'Neill, P.M.; Park, B.K.; New 4-aminoquinoline mannich base antimalarials. 1. Effect of an alkyl substituent in the 5'-position of the 4'-hydroxyanilino side chain. J Med Chem 1999, 42, 15, 2747.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	37653	2-isopropylphenol	88-69-7	C₉H₁₂O	详情	详情
(II)	38278	N-(4-hydroxy-3-isopropylphenyl)acetamide		C₁₁H₁₅NO₂	详情	详情
(III)	38279	N-[3-[(tert-butylamino)methyl]-4-hydroxy-5-isopropylphenyl]acetamide		C₁₆H₂₆N₂O₂	详情	详情
(IV)	38280	4-amino-2-[(tert-butylamino)methyl]-6-isopropylphenol		C₁₄H₂₄N₂O	详情	详情
(V)	38277	4,7-dichloroquinoline	86-98-6	C₉H₅Cl₂N	详情	详情

Extended Information