Hydrochloric Acid → HCID 178505598, 화합물

HRID 431982노트

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HRID 431982 반응식
[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:12]=[C:11]([C:13]3[CH:18]=[C:17]([C:19]4[N:20]=[CH:21][N:22](C(C5C=CC=CC=5)(C5C=CC=CC=5)C5C=CC=CC=5)[CH:23]=4)[CH:16]=[C:15]([F:43])[CH:14]=3)[O:10][N:9]=2)=[N:6][CH:7]=1.Cl>O1CCCC1.C(OCC)(=O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:12]=[C:11]([C:13]3[CH:18]=[C:17]([C:19]4[N:20]=[CH:21][NH:22][CH:23]=4)[CH:16]=[C:15]([F:43])[CH:14]=3)[O:10][N:9]=2)=[N:6][CH:7]=1

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 219426893-(5-Fluoro-2-pyridyl)-5-(3-fluoro-5-(1-trityl-1H-imidazol-4-yl)phenyl)-1,2,4-oxadiazole

생성물 1

HCID 178505598HCID 178505598, 화합물수율 13.1%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 3-(5-Fluoro-2-pyridyl)-5-(3-fluoro-5-(1-trityl-1H-imidazol-4-yl)phenyl)-1,2,4-oxadiazole (20.0 mg, 0.04 mmol) in tetrahydrofuran (0.5 ml) added hydrochloric acid (0.14 ml, 2N aqueous). The resulting reaction mixture was heated at reflux for 45 min. The reaction mixture was cooled to room temperature, diluted with ethyl acetate (30 ml), washed successively with sodium hydroxide (30 ml, 1N aqueous), water (30 ml) and brine (30 ml), dried (sodium sulfate), filtered and concentrated in-vacuo. The isolated residue was purified on silica gel using 5% methanol in dichloromethane to yield the title compound (1.7 mg) as a beige solid. 1H-NMR (CDCl3), δ (ppm): 9.64 (bs, 1H), 8.69 (d, 1H), 8.44 (s, 1H), 8.29 (dd, 1H), 7.81 (m, 3H), 7.61 (dt, 1H), 7.54 (s, 1H).

후처리

  1. customThe resulting reaction mixture
  2. temperaturewas heated
  3. temperatureat reflux for 45 min
  4. washwashed successively with sodium hydroxide (30 ml, 1N aqueous), water (30 ml) and brine (30 ml)
  5. dry with materialdried (sodium sulfate)
  6. filtrationfiltered
  7. concentrationconcentrated in-vacuo
  8. customThe isolated residue was purified on silica gel using 5% methanol in dichloromethane

출처 및 근거

ORD 기록
ord-63a6e85f1eee4a589ebf773f37a611d9
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06660753B2

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