Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 86038807 | HCID 86038807 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 73950561 | HCID 73950561 | — |
Reaction Steps
To a solution of 4-(3′-amino-4′benzyloxyphenyl)amino-6-chloro-pyrimidine (630 mg) in dry dichloromethane was added pyridine (8 ml) followed by methane sulfonyl chloride (0.3 ml). The mixture was stirred at room temperature overnight then evaporated under reduced pressure. The residue was dissolved in water and dichloromethane and the organic phase separated, washed with water, dried (MgSO4) and evaporated under reduced pressure. The residue was then subjected to column chromatography (SiO2;ethyl acetate:petroleum ether (40/60) 1:1) to afford N-{5-[6-chloropyrimidin-4-ylamino]-2-benzyloxy-phenyl}-methanesulfonamide (200 mg). δH (d6 DMSO): 3.14 (3H, s, SO2Me), 5.40 (2H, s, CH2Ph), 6.94 (1H, s, HetH), 7.30-7.40 (1H, m, ArH), 7.50-7.85 (7H, m, ArH), 8.70 (1H, s, HetH), 9.30 (1H, s, NH), 10.00 (1H, s, NH)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08084457B2 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-720421c5cb3d4856b40cd7d94ff8e5be |
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| Source note | uspto-grants-2011_12 |
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