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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1396560Generated: November 2, 2026

Dimethylformamide → HCID 136387224, compound

https://huagongshe.com/reaction/1396560

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHCID 136350338HCID 136350338—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
ProductHCID 136387224HCID 136387224—

Reaction Conditions

Temperature180 °C

Reaction Steps

4-(6-Amino-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-2-bromo-6-fluoro-phenol hydrobromide (Example 42a) (0.07 g, 0.167 mmol), Zn(CN)2 (0.020 g, 0.167 mmol), Pd2(dba)3 (0.076 g, 0.08 mmol) and DPPF (0.092 g, 0.167 mmol) are dissolved in DMF (2.5 ml) and heated to 180° C. for 40 minutes. The reaction mixture is flitered through Celite® (filter agent) washing with MeOH, the filtrate is concentrated in vacuo and purification of the resulting residue is by preparative HPLC (water/acetonitrile, 0.1% TFA) affords the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901134B2
Source datasetuspto-grants-2014_12
ORD IDord-e63e99c0095c42819310059f5d075e49
Source noteuspto-grants-2014_12