참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Water | HCID 962 | — |
| 반응물 | Sodium Carbonate | HCID 10340 | — |
| 반응물 | (2-(Benzyloxy)phenyl)boronic acid | HCID 2773253 | — |
| 반응물 | N-({3-[(6-chloropyrimidin-4-yl)amino]phenyl}methyl)methanesulfonamide | HCID 53257231 | — |
| 용매 | 1,2-Dimethoxyethane | HCID 8071 | — |
| 생성물 | N-{3-[6-(2-Benzyloxy-phenyl)-pyrimidin-4-ylamino]-benzyl}-methanesulfonamide | HCID 53257232 | 40% |
반응 단계
219 mg N-[3-(6-Chloro-pyrimidin-4-ylamino)-benzyl]-methanesulfonamide (prepared in Example 1) (0.70 mmol) was suspended in 30 cm3 dimethoxyethane and the flask was filled with argon properly. 58 mg Tetrakis(thriphenylphosphine) palladium[0] (0.05 mmol) was added and the mixture was stirred at room temperature for 30 minutes. Then 228 mg 2-benzyloxyphenyl-boronic acid (1 mmol), 318 mg anhydrous Na2CO3 (3 mmol) and 6 ml water was added. The mixture was ferluxed overnight while slow argon flow was being applied. The reaction mixture was poured to 80 cm3 1M NaH2PO4 solution and it was extracted three times with 50-50 cm3 of ethyl-acetate. The combined organic layer was washed with brine, dried over MgSO4, decolorized with activated carbon and evaporated to dryness. The residual solid was recrystallized from minimal amount of acetonitrile and air-dried to give the desired product (127 mg, 40% yield). For analitical results and compound identification see Table 1.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US09040529B2 |
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| 출처 데이터셋 | uspto-grants-2015_05 |
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| ORD ID | ord-3f163a5e70fb4e0bab445cdea5b3e477 |
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| 출처 메모 | uspto-grants-2015_05 |
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