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Potassium Carbonate → 7-(1-methyl-4-(4-(methylsulfonyl)phenoxy)-1H-pyrazolo[3,4-b]pyridin-6-yl)-1H-indazol-3-amine

HRID 241959
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HRID 241959 반응식
C(=O)([O-])[O-].[K+].[K+].Cl[C:8]1[CH:13]=[C:12]([C:14]2[CH:15]=[CH:16][CH:17]=[C:18]3[C:22]=2[NH:21][N:20]=[C:19]3[NH2:23])[N:11]=[C:10]2[N:24]([CH3:27])[N:25]=[CH:26][C:9]=12.[CH3:28][S:29]([C:32]1[CH:37]=[CH:36][C:35]([OH:38])=[CH:34][CH:33]=1)(=[O:31])=[O:30]>CN(C=O)C>[CH3:27][N:24]1[C:10]2=[N:11][C:12]([C:14]3[CH:15]=[CH:16][CH:17]=[C:18]4[C:22]=3[NH:21][N:20]=[C:19]4[NH2:23])=[CH:13][C:8]([O:38][C:35]3[CH:34]=[CH:33][C:32]([S:29]([CH3:28])(=[O:31])=[O:30])=[CH:37][CH:36]=3)=[C:9]2[CH:26]=[N:25]1
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5

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HCID 11430Potassium CarbonateHCID 1233504-(Methylsulfonyl)phenolHCID 580832387-(4-Chloro-1-methyl-1H-pyrazolo[3,4-b]pyridin-6-yl)-1H-indazol-3-amine

생성물 1

HCID 462202277-(1-methyl-4-(4-(methylsulfonyl)phenoxy)-1H-pyrazolo[3,4-b]pyridin-6-yl)-1H-indazol-3-amine수율 44%

시약·촉매·용매 1

HCID 6228Dimethylformamide
용매

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온도
155 °C

실험 절차

Potassium carbonate (0.14 g, 1.04 mmol) was added to a solution of 7-(4-chloro-1-methyl-1H-pyrazolo[3,4-b]pyridin-6-yl)-1H-indazol-3-amine 16 (0.30 g, 0.1046 mmol) and 4-methylsulfonyl phenol 8a (0.036 g, 0.2 mmol) in 2 mL DMF. Nitrogen was bubbled through the solution. The reaction mixture was heated in a microwave at 155° C. for 40 minutes. The crude compound was purified by mass directed purification to obtain 20 mg, 40% of 105 as a yellow solid. 1H NMR (400 MHz, DMSO) δ 11.53 (s, 1H), 8.21-7.64 (m, 6H), 7.64-7.40 (m, 3H), 7.40-6.91 (m, 1H), 5.51 (s, 2H), 4.12 (m, 3H), 3.21 (m, 3H). MS (ESI) m/z 435.1 (M+1)+

후처리

  1. customNitrogen was bubbled through the solution
  2. customThe crude compound was purified by mass
  3. custompurification

출처 및 근거

ORD 기록
ord-a73809814f7d4333a716b271626afc9b
출처 데이터셋
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08653098B2

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