3,5-Dinitrobenzoyl chloride → cis-3-[2-(4-Fluorophenyl)-5-methyloxazol-4-yl methoxy]cyclohexyl 3,5-dinitrobenzoate

HRID 858194노트

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HRID 858194 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]([CH3:22])=[C:11]([CH2:13][O:14][CH:15]3[CH2:20][CH2:19][CH2:18][CH:17]([OH:21])[CH2:16]3)[N:12]=2)=[CH:4][CH:3]=1.[N+:23]([C:26]1[CH:27]=[C:28]([CH:32]=[C:33]([N+:35]([O-:37])=[O:36])[CH:34]=1)[C:29](Cl)=[O:30])([O-:25])=[O:24]>N1C=CC=CC=1>[N+:23]([C:26]1[CH:27]=[C:28]([CH:32]=[C:33]([N+:35]([O-:37])=[O:36])[CH:34]=1)[C:29]([O:21][C@H:17]1[CH2:18][CH2:19][CH2:20][C@@H:15]([O:14][CH2:13][C:11]2[N:12]=[C:8]([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)[O:9][C:10]=2[CH3:22])[CH2:16]1)=[O:30])([O-:25])=[O:24]

참가 물질

4

반응물 2

HCID 74323,5-Dinitrobenzoyl chlorideHCID 219803063-[2-(4-Fluorophenyl)-5-methyloxazol-4-ylmethoxy)cyclohexanol

생성물 1

HCID 86594503cis-3-[2-(4-Fluorophenyl)-5-methyloxazol-4-yl methoxy]cyclohexyl 3,5-dinitrobenzoate

시약·촉매·용매 1

HCID 1049Pyridine용매

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온도
50 °C

실험 절차

0.5 g of 3-[2-(4-fluorophenyl)-5-methyloxazol-4-ylmethoxy]cyclohexanol is dissolved in 3 ml of pyridine and, at 0° C., 0.6 g of 3,5-dinitrobenzoyl chloride is added. The reaction mixture is then heated at 50° C. for 10 minutes. The reaction is checked (LCMS) showing the formation of the desired product, in addition to unreacted alcohol cis-3-[2-(4-fluorophenyl)-5-methyloxazol-4-ylmethoxy]cyclohexanol. After a further 10 minutes of stirring at room temperature, the reaction is terminated by addition of 5 ml of concentrated hydrochloric acid, and the crude product is filtered off with suction, taken up in ethyl acetate, washed with saturated sodium bicarbonate and sodium chloride solution and dried over magnesium sulfate. Purification by HPLC gives 0.15 g of the compound cis-3-[2-(4-fluorophenyl )-5-methyloxazol4-ylmethoxy]cyclohexyl 3,5-dinitrobenzoate as yellow solid.

출처 및 근거

ORD 기록
ord-bbbd933f27fc4186afaf3803ac50e3e4
출처 데이터셋
uspto-grants-2006_12
특허 번호
US07148246B2

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