HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-((4-Bromopyridin-2-yl)amino)-3-(3,4-dihydroisoquinolin-2(1H)-yl)propan-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Bromo-2-fluoropyridine | HCID 2762851 | — |
| Reactant | 1-amino-3-(3,4-dihydroisoquinolin-2(1H)-yl)propan-2-ol | HCID 16790720 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-((4-Bromopyridin-2-yl)amino)-3-(3,4-dihydroisoquinolin-2(1H)-yl)propan-2-ol | HCID 86729257 | 82.3% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
A mixture of 4-bromo-2-fluoropyridine (100 mg, 0.57 mmol), 1-amino-3-(3,4-dihydroisoquinolin-2(1H)-yl)propan-2-ol (117 mg, 0.57 mmol) and TEA (115 mg, 1.14 mmol) in DMF (5 mL) was stirred at 120° C. under microwave heating for 1 h. Water was added to the mixture which was extracted with DCM. The combined organic layers were concentrated to give the desired compound as a colorless oil (170 mg, Yield 82%) and used directly in the next step. LCMS (m/z): 362.08, 364.08 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09388173B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-2375693ec62c44b4871ed7562b8f5770 |
| Source note | uspto-grants-2016_07 |