HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-(3-{[6-chloro-4-(1H-pyrrolo[2,3-b]pyridin-3-yl)pyridin-2-yl]amino}-2,2-dimethylpropyl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Chlorohexadecane | HCID 20993 | — |
| Reactant | N-[6-chloro-4-(1H-pyrrolo[2,3-b]pyridin-3-yl)pyridin-2-yl]-2,2-dimethylpropane-1,3-diamine | HCID 49830295 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(3-{[6-chloro-4-(1H-pyrrolo[2,3-b]pyridin-3-yl)pyridin-2-yl]amino}-2,2-dimethylpropyl)acetamide | HCID 87191721 | — |
Reaction Steps
A mixture of Example 74 (100.0 mg, 0.303 mmol), triethylamine (0.055 mL, 0.394 mmol), and cetyl chloride (0.024 mL, 0.334 mmol) in DMF (2.2 mL) was stirred at 0° C. for 60 minutes. Water was added slowly to the reaction mixture and a white suspension formed. The suspension was filtered, washed with water and diethyl ether, and oven-dried to give 45.0 mg of the title compound. 1H NMR (300 MHz, DMSO-d6) ppm 0.87 (s, 6H), 1.89 (s, 3H), 2.96 (d, J=6.44 Hz, 2H), 3.13 (d, J=6.10 Hz, 2H), 6.86 (t, J=6.27 Hz, 1H), 6.90 (d, J=1.36 Hz, 1H), 6.98 (s, 1H), 7.22 (dd, J=7.80, 4.75 Hz, 1H), 7.79 (t, J=6.27 Hz, 1H), 8.15 (d, J=2.37 Hz, 1H), 8.27-8.40 (m, 2H), 12.16 (s, 1H). MS (ESI+) m/z 372.0 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08435980B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-f52c40c14f124e4c8bdc7b820d1c7cde |
| Source note | uspto-grants-2013_05 |