HCID 178503590, 화합물 → HCID 178503589, 화합물

HRID 1509083노트

반응식

HRID 1509083 반응식
C(OC(=O)[NH:7][C:8]1([C:12]2[CH:17]=[CH:16][C:15]([C:18]3[C:27]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)=[CH:26][C:25]4[C:24]5=[N:34][NH:35][C:36]([S:37][CH3:38])=[C:23]5[CH2:22][CH2:21][C:20]=4[N:19]=3)=[CH:14][CH:13]=2)[CH2:11][CH2:10][CH2:9]1)(C)(C)C>C(O)(C(F)(F)F)=O>[CH3:38][S:37][C:36]1[NH:35][N:34]=[C:24]2[C:23]=1[CH2:22][CH2:21][C:20]1[N:19]=[C:18]([C:15]3[CH:16]=[CH:17][C:12]([C:8]4([NH2:7])[CH2:9][CH2:10][CH2:11]4)=[CH:13][CH:14]=3)[C:27]([C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=3)=[CH:26][C:25]2=1

참가 물질

3

반응물 1

HCID 178503590HCID 178503590, 화합물

생성물 1

HCID 178503589HCID 178503589, 화합물수율 55.8%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

tert-butyl(1-(4-(3-(methylthio)-8-phenyl-4,5-dihydro-2H-pyrazolo[3,4-f]quinolin-7-yl)phenyl)cyclobutyl)carbamate (53 mg, 0.098 mmol) was dissolved in TFA (2 mL) and stirred for 30 seconds. The solution was immediately concentrated to dryness under reduced pressure. The residue was dissolved in diethyl ether (˜2 mL) and concentrated to dryness under reduced pressure three times. The residue was then slurried in diethyl ether (2 mL) and after settling the supernatant solvent removed by pipette. This was repeated three times. The remaining solvent was removed under reduced pressure and freeze-dried to give the desired product as an off-white solid (24 mg, 37% yield). 1H-NMR (500 MHz, CD3OD) δ 8.14 (1H, br s), 7.48 (2H, d), 7.43 (2H, d), 7.27-7.34 (3H, m), 7.21-7.27 (2H, m), 3.26 (2H, t), 2.97 (2H, br t), 2.72-2.82 (2H, m), 2.53-2.63 (2H, m), 2.49 (3H, s), 2.19-2.30 (1H, m), 1.91-2.02 (1H, m). LCMS (Method A) RT=4.06 min, M+H+=439.14.

후처리

  1. concentrationThe solution was immediately concentrated to dryness under reduced pressure
  2. dissolutionThe residue was dissolved in diethyl ether (˜2 mL)
  3. concentrationconcentrated to dryness under reduced pressure three times
  4. customremoved by pipette
  5. customThe remaining solvent was removed under reduced pressure
  6. customfreeze-dried

출처 및 근거

ORD 기록
ord-9aeadd815ee647d38606cbfd2b0b6c2b
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09221838B2

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