Water → HCID 21897401, 화합물

HRID 1864146노트

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HRID 1864146 반응식
Cl.[F:2][C:3]1[CH:8]=[C:7]([S:9]([CH3:12])(=[O:11])=[O:10])[CH:6]=[CH:5][C:4]=1[N:13]1[C:17]2=[N:18][CH:19]=[N:20][C:21]([O:22][CH:23]3[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]3)=[C:16]2[CH:15]=[N:14]1.Cl[C:30]1[N:35]=[C:34]([N:36]([CH3:38])[CH3:37])[CH:33]=[C:32](C)[N:31]=1.[C:40]([O-])([O-])=O.[K+].[K+].O>CN(C=O)C>[F:2][C:3]1[CH:8]=[C:7]([S:9]([CH3:12])(=[O:10])=[O:11])[CH:6]=[CH:5][C:4]=1[N:13]1[C:17]2=[N:18][CH:19]=[N:20][C:21]([O:22][CH:23]3[CH2:24][CH2:25][N:26]([C:30]4[N:35]=[C:34]([N:36]([CH3:38])[CH3:37])[C:33]([CH3:40])=[CH:32][N:31]=4)[CH2:27][CH2:28]3)=[C:16]2[CH:15]=[N:14]1

참가 물질

6

반응물 4

HCID 962WaterHCID 10813CrimidineHCID 11430Potassium CarbonateHCID 218977401-(2-Fluoro-4-methanesulfonyl-phenyl)-4-(piperidin-4-yloxy)-1H-pyrazolo[3,4-d]pyrimidine hydrochloride

생성물 1

HCID 21897401HCID 21897401, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
65 °C

실험 절차

1-(2-Fluoro-4-methanesulfonyl-phenyl)-4-(piperidin-4-yloxy)-1H-pyrazolo[3,4-d]pyrimidine HCl salt (0.3 g, 0.97 mmol) and (2-chloro-6-methyl-pyrimidin-4-yl)-dimethyl-amine (285 mg, 0.97 mmol) were dissolved in DMF (10 mL). The solution was treated with K2CO3 (398 mg, 2.91 mmol) at an ambient temperature. After stirring at 65° C. for five hours, the reaction was poured into H2O (20 mL). The organic compound was extracted with ethyl acetate (30 mL) and washed with brine. The ethyl acetate layer was dried over MgSO4 and concentrated under vacuum. The residue was purified over SiO2 to afford Compound A212 (312 mg, 65.2%). 1H NMR (400Mz, DMSO-d6) δ 8.69 (s, 1H), 8.64 (s, 1H), 8.17 (dd, J=8.4, 1.8, 1H), 8.08 (d, J=4.2, 1H), 8.01 (dd, J=8.4, 1.8, 1H), 7.72 (s, 1H), 5.65 (m, 1H), 4.23˜4.20 (m, 2H), 3.50˜3.46 (m, 2H), 3.39 (s, 3H), 3.00 (s, 6H), 2.13 (s, 3H), 2.10˜2.09 (m, 2H), 1.77˜1.72 (m, 2H). LCMS 527.5[M+1].

후처리

  1. extractionThe organic compound was extracted with ethyl acetate (30 mL)
  2. washwashed with brine
  3. dry with materialThe ethyl acetate layer was dried over MgSO4
  4. concentrationconcentrated under vacuum
  5. customThe residue was purified over SiO2
  6. customto afford Compound A212 (312 mg, 65.2%)

출처 및 근거

ORD 기록
ord-e0d9891c35314b9ea0bcf452eb823aa9
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07625906B2

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