Water → HCID 21897401、化合物

HRID 1864146ノート

反応式

HRID 1864146 の反応式
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

参加物

6

反応物 4

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

生成物 1

HCID 21897401HCID 21897401、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
65 °C

実験手順

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].

後処理

  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%)

出典と根拠

ORDレコード
ord-e0d9891c35314b9ea0bcf452eb823aa9
出典データセット
uspto-grants-2009_12
特許番号
US07625906B2

反応ノート

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