Hydrochloric Acid → HCID 59436104, 화합물

HRID 1802506노트

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HRID 1802506 반응식
C([O:4][C:5]([C:8]1[O:12][N:11]=[C:10]([C:13]2[CH:18]=[C:17]([Cl:19])[C:16]([NH:20][C:21]3[C:30]4[CH:31]=[CH:32][N:33]=[C:34]([O:35]CC)[C:29]=4[C:28]4[C:23](=[CH:24][CH:25]=[N:26][CH:27]=4)[N:22]=3)=[C:15]([Cl:38])[CH:14]=2)[N:9]=1)([CH3:7])[CH3:6])(=O)C.Cl>C1COCC1.C(OCC)(=O)C.C1COCC1>[Cl:38][C:15]1[CH:14]=[C:13]([C:10]2[N:9]=[C:8]([C:5]([OH:4])([CH3:7])[CH3:6])[O:12][N:11]=2)[CH:18]=[C:17]([Cl:19])[C:16]=1[NH:20][C:21]1[C:30]2[CH:31]=[CH:32][NH:33][C:34](=[O:35])[C:29]=2[C:28]2[C:23](=[CH:24][CH:25]=[N:26][CH:27]=2)[N:22]=1

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 59435993HCID 59435993, 화합물

생성물 1

HCID 59436104HCID 59436104, 화합물

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 21939870Tetrahydrofuran ethyl acetate용매

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온도
60 °C

실험 절차

To a solution of 1-(3-{3,5-dichloro-4-[(10-ethoxypyrido[4,3-c]-1,6-naphthyridin-6-yl)amino]phenyl}-1,2,4-oxadiazol-5-yl)-1-methylethyl acetate (63 mg, 0.11 mmol) in THF (3 mL) was added HCl (0.188 mL, 1.13 mmol, 6M in water) and the mixture was heated to 60° C. for 45 min in a sealed tube. After cooling to room temperature, the reaction was diluted with ethyl acetate/THF (3:1) and washed with saturated aqueous sodium bicarbonate, followed by brine. The organic layer was dried with sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel eluting with MeOH in dichloromethane to afford the title compound.

후처리

  1. temperatureAfter cooling to room temperature
  2. washwashed with saturated aqueous sodium bicarbonate
  3. dry with materialThe organic layer was dried with sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by column chromatography on silica gel eluting with MeOH in dichloromethane

출처 및 근거

ORD 기록
ord-17188567b28b4e2e930d5d6d9f2a5931
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08349865B2

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