HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisobutylaluminum hydride → 7-Hydroxymethyl-4-(4-phenoxy-phenylamino)-pyrrolo[1,2-b]pyridazine-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisobutylaluminum hydride | HCID 14487 | — |
| Reactant | 3-Cyano-4-(4-phenoxy-phenylamino)-pyrrolo[1,2-b]pyridazine-7-carboxylic acid ethyl ester | HCID 21025097 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 7-Hydroxymethyl-4-(4-phenoxy-phenylamino)-pyrrolo[1,2-b]pyridazine-3-carbonitrile | HCID 22179729 | 64% |
Reaction Steps
To a solution of 406 (39.8 mg, 0.1 mmol) in THF (2 ml) was added DIBAL-H (1.0 M in CH2Cl2, 0.2 ml, 0.2 mmol) at −78° C. The reaction mixture was stirred at this temperature for 6 h, then at 0° C. for 2 h, quenched with water (0.1 ml). The solid was filtered off, and the filtrate was concentrated. The residue was purified by preparative TLC to give the title compound (22.8 mg, 64%) as a brown solid (2.5% MeOH—CH2Cl2). LCMS Found: (M+H)+=357.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07030112B2 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-96016a1daf224b03b46986ce7947f7f2 |
| Source note | uspto-grants-2006_04 |