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Tetrahydrofuran → {5-[3-(2-Fluoro-4-iodo-phenylamino)-pyridin-4-yl]-[1,2,4]oxadiazol-3-yl}-methanol

HRID 658379
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HRID 658379 반응식
C([O:3][C:4]([C:6]1[N:10]=[C:9]([C:11]2[CH:16]=[CH:15][N:14]=[CH:13][C:12]=2[NH:17][C:18]2[CH:23]=[CH:22][C:21]([I:24])=[CH:20][C:19]=2[F:25])[O:8][N:7]=1)=O)C.C1COCC1>C(Cl)Cl.CO>[F:25][C:19]1[CH:20]=[C:21]([I:24])[CH:22]=[CH:23][C:18]=1[NH:17][C:12]1[CH:13]=[N:14][CH:15]=[CH:16][C:11]=1[C:9]1[O:8][N:7]=[C:6]([CH2:4][OH:3])[N:10]=1
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참가 물질

4

반응물 2

HCID 8028TetrahydrofuranHCID 590267925-[3-(2-Fluoro-4-iodo-phenylamino)-pyridin-4-yl]-[1,2,4]oxadiazole-3-carboxylic acid ethyl ester

생성물 1

HCID 59026783{5-[3-(2-Fluoro-4-iodo-phenylamino)-pyridin-4-yl]-[1,2,4]oxadiazol-3-yl}-methanol수율 71.3%

시약·촉매·용매 1

HCID 21226129Dichloromethane methanol용매

실험 절차

To a solution of 5-[3-(2-Fluoro-4-iodo-phenylamino)-pyridin-4-yl]-[1,2,4]oxadiazole-3-carboxylic acid ethyl ester (768 mg, 1.69 mmL, 1 eq) in THF (6 mL) LiBH4 (55 mg, 2.54 mmol, 1.5 eq) was added. The reaction mixture was stirred overnight and the solvent was evaporated. The residue was dissolved in EtOAc, washed with brine, and dried with anhydrous MgSO4. Filtration and removal of the solvent afforded the crude product which was subjected to silica gel column chromatography (eluent:CH2Cl2:MeOH 70:1) to give rise to pure product (497 mg). [5.01 min; 413 (M+1)]

후처리

  1. customthe solvent was evaporated
  2. dissolutionThe residue was dissolved in EtOAc
  3. washwashed with brine
  4. dry with materialdried with anhydrous MgSO4
  5. filtrationFiltration and removal of the solvent
  6. customafforded the crude product which

출처 및 근거

ORD 기록
ord-fc7540c25d024c20ae873f2ffb51c5b3
출처 데이터셋
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08076486B2

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