Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | HCID 86676943 | HCID 86676943 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 67468662 | HCID 67468662 | — |
Reaction Steps
To a suspension of 6-chloro-8-(4-methylpyridin-3-yl)imidazo[1,2-b]pyridazine (800 mg, 3.27 mmol) in ethanol (80 mL) were added ammonium formate (825 mg, 13.08 mmol) and palladium hydroxide on carbon (459 mg, 0.327 mmol) (20% wet) under nitrogen. The suspension was heated to 70° C. in a sealed pressure bottle for 2 h and cooled to room temperature. The reaction mixture was passed through a pad of CELITE® and washed with MeOH. The filtrate was concentrated and the residue was used for the next step without further purification. 1H NMR (400 MHz, CDCl3) δ ppm 8.53-8.67 (2H, m), 8.43 (1H, d, J=4.53 Hz), 8.09 (1H, d, J=1.26 Hz), 7.81 (1H, d, J=1.01 Hz), 7.31 (1H, d, J=5.04 Hz), 6.99 (1H, d, J=4.53 Hz), 2.33 (3H, s); LC/MS: Rt=0.21 min. LC/MS (Condition A): 211.18.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09145419B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-38d79d6f61014817aac2fbb5b3e5cbf0 |
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| Source note | uspto-grants-2015_09 |
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