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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 423064Generated: October 31, 2026

Diisopropylethylamine → HCID 57750288, compound

https://huagongshe.com/reaction/423064

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant7H-Pyrrolo(2,3-d)pyrimidine, 4-chloro-HCID 5356682—
ReactantHCID 57750404HCID 57750404—
SolventDimethylacetamideHCID 31374—
ProductHCID 57750288HCID 5775028846.2%

Reaction Conditions

Temperature90 °C

Reaction Steps

DIPEA (1.101 mL, 6.17 mmol) was added to (R)—N-(1-(4-chlorophenyl)ethyl)-4-cyanopiperidine-4-carboxamide (Intermediate 44) (720 mg, 2.47 mmol) and 6-chloro-7-deazapurine (379 mg, 2.47 mmol) in DMA (50 mL) at 25° C. The resulting solution was stirred at 90° C. for 3 hours. The crude product was purified by ion exchange chromatography, using an SCX column. The desired product was eluted from the column using 7N ammonia/MeOH and pure fractions were evaporated to dryness to afford (R)—N-(1-(4-chlorophenyl)ethyl)-4-cyano-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamide (46.2%) as an orange solid. This was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08101623B2
Source datasetuspto-grants-2012_01
ORD IDord-49ab035fd77f4f2d914deb635542c01c
Source noteuspto-grants-2012_01