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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1973010Generated: November 3, 2026

Water → HCID 58529667, compound

https://huagongshe.com/reaction/1973010

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
ReactantHCID 58529501HCID 58529501—
ReactantHCID 59231971HCID 59231971—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
ProductHCID 58529667HCID 58529667—

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of tert-butyl 4-(4-amino-5-bromopyrrolo[2,1-f][1,2,4]triazin-7-yl)piperidine-1-carboxylate (0.5 g, 1.26 mmol) in DMF (15 mL) was added 2-(2-fluorobenzyl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-indazol-3-amine (0.695 g, 1.89 mmol), solid Na2CO3 (0.4 g, 3.79 mmol) and water (1.9 mL). The solution was degassed for 10 min and tetrakis(triphenylphosphine)palladium(0) (0.146 g, 0.126 mmol) was added and the mixture was degassed for another 10 min. The mixture was heated at 110° C. for 1 h 15 min and then cooled to rt. The mixture was filtered through a plug of Celite® and the filtrate was concentrated. The crude purified using an ISCO® instrument using 40-100% ethyl acetate in hexanes. LC-MS [M+H]+=557.2, RT=2.65 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08431695B2
Source datasetuspto-grants-2013_04
ORD IDord-26d11e9e3d8e4144b7bb4e54e653fa67
Source noteuspto-grants-2013_04