HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Amino-2-methylbenzenesulfonamide → Ammonia methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Amino-2-methylbenzenesulfonamide | HCID 235511 | — |
| Reactant | N4-[2-(tert-butylcarbonyl)amino-3-methoxypyrid-6-yl]-2-chloro-5-fluoro-4-pyrimidineamine | HCID 57562886 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Ammonia methanol | HCID 21705897 | 2% |
| Product | N2-(3-Aminosulfonyl-4-methylphenyl)-N4-[2-amino-3-methoxypyrid-6-yl]-5-fluoro-2,4-pyrimidinediamine | HCID 25186135 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of N4-[2-(tert-butylcarbonyl)amino-3-methoxypyrid-6-yl]-2-chloro-5-fluoro-4-pyrimidineamine (65) (25 mg, 0.07 mmol) and 3-aminosulfonyl-4-methylaniline (15 mg) in methanol (1 mL) was shaken in a sealed tube at 100° C. for 48 h. The reaction mixture was then chromatographed (silica gel, CH2Cl2 then 2-4% 2N NH3/MeOH in CH2Cl2) to obtain N2-(3-aminosulfonyl-4-methylphenyl)-N4-(2-amino-3-methoxypyrid-6-yl)-5-fluoro-2,4-pyrimidinediamine (66). (Note: The N-tert-butylcarbonyl group was cleaved during this reaction to give free amine function). LCMS: purity: 90%; MS (m/z): 420 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399472B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-4b52fd6eeff44564bc378f452e290ce2 |
| Source note | uspto-grants-2013_03 |