HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 67464524, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | N-Iodosuccinimide | HCID 120273 | — |
| Reactant | HCID 67466955 | HCID 67466955 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 67464524 | HCID 67464524 | 87.3% |
Reaction Steps
To a solution of 4-(imidazo[1,2-b]pyridazin-8-yl)isoquinoline (220 mg, 0.893 mmol) in CHCl3 (10 mL) were added N-iodo succinimide (241 mg, 1.072 mmol) and TFA (0.275 mL, 3.57 mmol) In CHCl3 (1 mL). The reaction mixture was stirred at room temperature for 2 h and quenched with saturated NaHCO3. The layers were separated and the combined organic layer was washed with water and brine, dried over Na2SO4. The crude product was purified by BIOTAGE® (30-70% EtOAc/CH2Cl2, 0.8 L) to give the product (290 mg, 87%). 1H NMR (400 MHz, CDCl3) δ ppm 9.41 (1H, s), 8.72 (1H, s), 8.66 (1H, d, J=4.53 Hz), 8.07-8.17 (1H, m), 7.90 (1H, s), 7.71 (3H, d, J=3.02 Hz), 7.28 (3H, s), 7.26 (1H, d, J=4.53 Hz); LC/MS: Rt=1.53 min. LC/MS (Condition A): 373.08.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09145419B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-392ebc8c7f694b49a1c6babe3fe85c7c |
| Source note | uspto-grants-2015_09 |