HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 4-chloro-N-(2-methoxypyridin-3-yl)-1,3,5-triazin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 2,4-Dichloro-1,3,5-triazine | HCID 17810 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-Amino-2-methoxypyridine | HCID 2737488 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-chloro-N-(2-methoxypyridin-3-yl)-1,3,5-triazin-2-amine | HCID 86669570 | — |
Reaction Steps
To a solution of 2,4-dichloro-1,3,5-triazine (265.77 mg, 1.77 mmol) in THF (5 mL) was added DIPEA (0.266 mL, 1.61 mmol) followed by 2-methoxypyridin-3-amine (200 mg, 1.61 mmol). The resultant mixture was stirred at RT for 2 hr, then DCM was added and the organics washed with water (×2) and 0.5M aqueous HCl solution. Combined organics were dried over Na2SO4, filtered and concentrated in vacuo to give a beige solid: 1H NMR (250 MHz, DMSO) δ 3.88 (3H, s), 7.05 (1H, dd, J=7.54, 4.95 Hz), 7.86 (1H, dd, J=7.61, 1.68 Hz), 8.07 (1H, dd, J=4.95, 1.75 Hz), 8.56 (1H, s), 10.14 (1H, s); =+238.0/239.9 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08901313B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-119c8afef4a04627b132338977fbf4ab |
| Source note | uspto-grants-2014_12 |