1-(3-cyano-4-fluorophenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carbonyl chloride -Drug Synthesis Database

【结构式】

【分子编号】49138

【品名】1-(3-cyano-4-fluorophenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carbonyl chloride

【CA登记号】

【分子式】C₁₂H₄ClF₄N₃O

【分子量】317.6296928

【元素组成】C 45.38% H 1.27% Cl 11.16% F 23.93% N 13.23% O 5.04%

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：(V)

The condensation of diketone (I) with hydrazine (II) in refluxing EtOH gave pyrazole (III). Carboxylic acid (IV) was then obtained by oxidative cleavage of the furan ring with KMnO4. After conversion of (IV) to the corresponding acid chloride (V), coupling with the biphenyl amine (VI) provided amide (VII). Ring closure of the fluoronitrile group with acetamidine hydrochloride (VIII) with concomitant deprotection of the N-tert-butyl group furnished the title aminoquinazoline derivative.

参考文献中间体

合成目标

【1】 Rossi, K.A.; Clark, C.G.; Li, R.; et al.; Discovery of aminoquinazoline and aminoindazole P1 side chains as benzamidine mimics for FXa inhibitors. 221st ACS Natl Meet (April 1 2001, San Diego) 2001, Abst MEDI 50.

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)	47956	4,4,4-trifluoro-1-(2-furyl)-1,3-butanedione; 1-(2-Furanyl)-4,4,4-trifluoro-1,3-butanedione	326-90-9	C₈H₅F₃O₃	详情	详情
(II)	49135	2-fluoro-5-hydrazinobenzonitrile		C₇H₆FN₃	详情	详情
(III)	49136	2-fluoro-5-[5-(2-furyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzonitrile		C₁₅H₇F₄N₃O	详情	详情
(IV)	49137	1-(3-cyano-4-fluorophenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid		C₁₂H₅F₄N₃O₂	详情	详情
(V)	49138	1-(3-cyano-4-fluorophenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carbonyl chloride		C₁₂H₄ClF₄N₃O	详情	详情
(VI)	47966	4'-amino-N-(tert-butyl)-3'-fluoro[1,1'-biphenyl]-2-sulfonamide		C₁₆H₁₉FN₂O₂S	详情	详情
(VII)	49139	N-[2'-[(tert-butylamino)sulfonyl]-3-fluoro[1,1'-biphenyl]-4-yl]-1-(3-cyano-4-fluorophenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide		C₂₈H₂₂F₅N₅O₃S	详情	详情
(VIII)	15866	ethanimidamide		C₂H₆N₂	详情	详情

Extended Information