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Oxalyl chloride → 5-(2'-Methoxy-2-methylbiphenyl-4-YL)-3-(2-methoxyphenyl)-1,2,4-oxadiazole

HRID 336279
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인쇄 미리보기

반응식

HRID 336279 반응식
C(Cl)(=O)C(Cl)=O.[CH3:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[CH:20]=[CH:19][C:18]([C:21]([OH:23])=O)=[CH:17][C:16]=1[CH3:24].O[N:26]=[C:27]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[O:35][CH3:36])[NH2:28].CCN(C(C)C)C(C)C>>[CH3:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[CH:20]=[CH:19][C:18]([C:21]2[O:23][N:28]=[C:27]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=3[O:35][CH3:36])[N:26]=2)=[CH:17][C:16]=1[CH3:24]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 4

HCID 65578Oxalyl chlorideHCID 81531DiisopropylethylamineHCID 4652214N-Hydroxy-2-methoxy-benzamidineHCID 219477594-(2-Methoxyphenyl)-3-methylbenzoic acid

생성물 1

HCID 596065365-(2'-Methoxy-2-methylbiphenyl-4-YL)-3-(2-methoxyphenyl)-1,2,4-oxadiazole

실험 절차

Oxalyl chloride (126 μL; 1.5 mmol; 3 eq.), Intermediate 26 (120 mg; 0.5 mmol; 1 eq.), Intermediate 1 (82 mg; 0.5 mmol, 1 eq.) and DIEA (256 μL; 1.5 mmol; 3 eq.) were reacted according to general procedure 2. Purification by column chromatography c-hexane/ethyl acetate, 90/10) followed by precipitation from n-pentane afforded the title compound as a white solid.

후처리

  1. customPurification by column chromatography c-hexane/ethyl acetate, 90/10)
  2. customfollowed by precipitation from n-pentane

출처 및 근거

ORD 기록
ord-9654d971965141559f56fbbe1f352e58
출처 데이터셋
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08889668B2

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