HCID 68515035, 화합물 → N1-(1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)-2-fluoro-N1-(2-morpholinoethyl)benzene-1,4-diamine

HRID 2241438노트

반응식

HRID 2241438 반응식
[CH3:1][O:2][C:3]1[CH:37]=[CH:36][C:6]([CH2:7][N:8]2[C:12]3[N:13]=[CH:14][CH:15]=[C:16]([N:17]([C:26]4[CH:31]=[CH:30][C:29]([N+:32]([O-])=O)=[CH:28][C:27]=4[F:35])[CH2:18][CH2:19][N:20]4[CH2:25][CH2:24][O:23][CH2:22][CH2:21]4)[C:11]=3[CH:10]=[N:9]2)=[CH:5][CH:4]=1>CCO>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][N:8]2[C:12]3=[N:13][CH:14]=[CH:15][C:16]([N:17]([CH2:18][CH2:19][N:20]4[CH2:25][CH2:24][O:23][CH2:22][CH2:21]4)[C:26]4[CH:31]=[CH:30][C:29]([NH2:32])=[CH:28][C:27]=4[F:35])=[C:11]3[CH:10]=[N:9]2)=[CH:36][CH:37]=1

참가 물질

3

반응물 1

HCID 68515035HCID 68515035, 화합물

생성물 1

HCID 68514133N1-(1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)-2-fluoro-N1-(2-morpholinoethyl)benzene-1,4-diamine수율 93%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

1-(4-methoxybenzyl)-N-(2-fluoro-4-nitrophenyl)-N-(2-morpholinoethyl)-1H-pyrazolo[3,4-b]pyridin-4-amine (0.024 g, 0.0474 mmol) and SnCl2-dihydrate (0.0535 g, 0.237 mmol) were stirred in EtOH (2 mL) for 2 hours at reflux. The reaction was cooled to room temperature and then concentrated under reduced pressure and dried in vacuo. The residue was diluted with EtOAc and washed with saturated Na2CO3 (20 mL). The organics were dried over Na2SO4. The organics were filtered and concentrated to give 21 mg (92%) of product as a light yellow oil. 1H NMR (400 MHz, CDCl3) δ 8.21 (d, 1H), 7.27 (m, 2H), 7.11 (m, 1H), 6.558 (bs, 1H), 6.49 (m, 2H), 6.29 (d, 1H), 5.48 (s, 2H), 4.12 (m, 4H), 3.73 (s, 3H), 3.69 (m, 4H), 2.73 (t, 2H), 2.48 (m, 4H); F NMR (400 MHz, CDCl3) −120.43 (s, 1F); LRMS (apci pos): 477.3 (M+H)+.

후처리

  1. temperatureat reflux
  2. concentrationconcentrated under reduced pressure
  3. customdried in vacuo
  4. additionThe residue was diluted with EtOAc
  5. washwashed with saturated Na2CO3 (20 mL)
  6. dry with materialThe organics were dried over Na2SO4
  7. filtrationThe organics were filtered
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-b1c5a57e9d184f90b8adadab40474e6c
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07723330B2

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