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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531579Generated: October 30, 2026

Sodium Carbonate → HCID 90031536, compound

https://huagongshe.com/reaction/531579

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1-(3-Fluoro-benzyl)-3,5-dimethyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazoleHCID 90030671—
ReactantHCID 90031009HCID 90031009—
CatalystHCID 178418397HCID 178418397—
SolventWater 1,2-dimethoxyethaneHCID 18180031—
ProductHCID 90031536HCID 90031536178.7%

Reaction Steps

Using similar reaction conditions as described in step-ii of example-1, tert-butyl 5-(4-(4-(tert-butoxycarbonyl)piperazin-1-yl)phenyl)-2-cyclopropyl-3-iodo-1H-pyrrolo[2,3-b]pyridine-1-carboxylate (Intermediate 35) (50 mg, 0.07763 mmol) was coupled with 1-(3-fluorobenzyl)-3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (intermediate 16) (30 mg, 0.08540 mmol) in sodium carbonate (25 mg, 0.2329 mmol), Pd(PPh3)4 (5 mg, 0.00388 mmol) and DME/water (5/1 ml) to afford 100 mg of the crude product which was taken as such for next reaction. MS: m/z=721.0 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353107B2
Source datasetuspto-grants-2016_05
ORD IDord-916bfd2fd93d4a9990b00b013ed227ee
Source noteuspto-grants-2016_05