HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Amino-1,2-propanediol → 4-[[4-[(2,6-Dichlorophenyl)methyl]-6-(2,3-dihydroxypropylamino)-1,3,5-triazin-2-yl]amino]benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Amino-1,2-propanediol | HCID 73561 | — |
| Reactant | 4-[[4-Chloro-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]amino]benzonitrile | HCID 486423 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4-[[4-[(2,6-Dichlorophenyl)methyl]-6-(2,3-dihydroxypropylamino)-1,3,5-triazin-2-yl]amino]benzonitrile | HCID 505418 | 98.2% |
Reaction Steps
A mixture of intermediate (27) (0.00256 mol) and 3-amino-1,2-propanediol (0.00563 mol) in 1,4-dioxane (10 ml) and 1-methyl-pyrrolidinone (2 ml) was stirred at RT for 48 hours under argon. The reaction mixture was concentrated, quenched with DCM/H2O and stirred. The precipitate was filtered off, yielding 1.12 g (86.9%) of (±)-4-[[4-[(2,6-dichlorophenyl)methyl]-6-[(2,3-dihydroxypropyl)amino]-1,3,5-triazin-2-yl]amino]benzonitrile (compound 26).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06380194B1 |
| Source dataset | uspto-grants-2002_04 |
| ORD ID | ord-4bd5ab2bfc0f4bd581f76f4e96595ee7 |
| Source note | uspto-grants-2002_04 |