Tetrahydrofuran → 2-(3-Iodopyridin-4-yl)-5-(trifluoromethyl)benzoxazole

HRID 884850노트

반응식

HRID 884850 반응식
O[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[NH:12][C:13](=[O:21])[C:14]1[CH:19]=[CH:18][N:17]=[CH:16][C:15]=1[I:20].O1CCCC1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>C1(C)C=CC=CC=1>[I:20][C:15]1[CH:16]=[N:17][CH:18]=[CH:19][C:14]=1[C:13]1[O:21][C:2]2[CH:7]=[CH:6][C:5]([C:8]([F:9])([F:10])[F:11])=[CH:4][C:3]=2[N:12]=1

참가 물질

6

반응물 4

HCID 8028TetrahydrofuranHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 66880065N-[2-hydroxy-5-(trifluoromethyl)phenyl]-3-iodoisonicotinamide

생성물 1

HCID 668805972-(3-Iodopyridin-4-yl)-5-(trifluoromethyl)benzoxazole수율 80.9%

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
50 °C

실험 절차

To a mixture of 1.81 g of N-[2-hydroxy-5-(trifluoromethyl)phenyl]-3-iodoisonicotinamide, 20 ml of tetrahydrofuran and 1.34 g of triphenylphosphine, 2.22 g of 40% toluene solution of diethyl azodicarboxylate was added dropwise at room temperature. The reaction mixture was stirred while heating at 50° C. for one hour. The reaction mixture was cooled to room temperature, and then the reaction mixture was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 1.40 g of 2-(3-iodopyridin-4-yl)-5-(trifluoromethyl)benzoxazole (hereinafter, referred to as “active compound 29”).

후처리

  1. additionwas added dropwise at room temperature
  2. temperatureThe reaction mixture was cooled to room temperature
  3. concentrationthe reaction mixture was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-8d4774b7d47d4d83ba9e17e50d69ad45
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08242133B2

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