HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Fluorophenyl isocyanate → 1-[4-(4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)-6-methyl-pyridin-2-yl]-3-(2-fluoro-phenyl)-urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Fluorophenyl isocyanate | HCID 85588 | — |
| Reactant | (4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(2-amino-6-methyl-pyridin-4-yl)-methanone | HCID 68902711 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 1-[4-(4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)-6-methyl-pyridin-2-yl]-3-(2-fluoro-phenyl)-urea | HCID 68903462 | 72.6% |
Reaction Steps
1-Fluoro-2-isocyanato-benzene (48.5 mg, 035 mmol) was added to a solution of (4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(2-amino-6-methyl-pyridin-4-yl)-methanone (100 mg, 0.32 mmol) in pyridine (2 mL). The mixture was stirred for 2 h at room temperature. The reaction mixture was quenched with H2O (2 mL) and concentrated in vacuo. The resulting residue was triturated with MeOH, filtered, and dried to afford the title compound as an off-white solid (104 mg, 72%). MS: 448.3 (MH+); HPLC Rf: 6.36 min. (HPLC method 4).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07595325B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-87ba31e7e40c407283a609268eed9d7f |
| Source note | uspto-grants-2009_09 |