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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1796648Generated: October 29, 2026

Diisobutylaluminum hydride → 7-Hydroxymethyl-4-(4-phenoxy-phenylamino)-pyrrolo[1,2-b]pyridazine-3-carbonitrile

https://huagongshe.com/reaction/1796648

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisobutylaluminum hydrideHCID 14487—
Reactant3-Cyano-4-(4-phenoxy-phenylamino)-pyrrolo[1,2-b]pyridazine-7-carboxylic acid ethyl esterHCID 21025097—
SolventTetrahydrofuranHCID 8028—
Product7-Hydroxymethyl-4-(4-phenoxy-phenylamino)-pyrrolo[1,2-b]pyridazine-3-carbonitrileHCID 2217972964%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07030112B2
Source datasetuspto-grants-2006_04
ORD IDord-96016a1daf224b03b46986ce7947f7f2
Source noteuspto-grants-2006_04