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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1892124Generated: October 30, 2026

Diisopropylethylamine → HCID 178430833, compound

https://huagongshe.com/reaction/1892124

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(S)-5-methyl-4-(3-methylpiperazin-1-yl)-7H-pyrrolo[2,3-d]pyrimidineHCID 68958720—
ReactantHCID 178512252HCID 178512252—
ReactantHCID 178512254HCID 178512254—
SolventAcetonitrileHCID 6342—
ProductHCID 178430833HCID 17843083327%

Reaction Conditions

Temperature85 °C

Reaction Steps

Phenyl N′-cyano-N-(3-fluorophenyl)carbamimidate, prepared analogously to phenyl N-3-chlorophenyl-N′-cyanocarbamimidate from Example 6, step A, (0.55 g, 2.2 mmol), (S)-5-methyl-4-(3-methylpiperazin-1-yl)-7H-pyrrolo[2,3-d]pyrimidine, from example 1, step B, (0.50 g, 2.2 mmol), and N,N-diisopropylethylamine (1 ml) were added to acetonitrile (10 ml). The mixture was heated at 85° C. in a sealed pressure tube for 4 hours. The solvent was evaporated, and the residue was purified prep HPLC (Sunfire C18 30×250 mm column. 10-100% MeCN:H2O (10 mM NH4OAc), 18 min., 45 ml/min) to give (S)—N′-cyano-N-(3-fluorophenyl)-2-methyl-4-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperazine-1-carboximidamide (0.23 g, 0.58 mmol, 27%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507672B2
Source datasetuspto-grants-2013_08
ORD IDord-f14392d52b36482b827fee5f3eec4aeb
Source noteuspto-grants-2013_08