Water → 2-chloro-4-(piperidin-1-yl)-7H-pyrrolo[2,3-d]pyrimidine

Participants

Role	Name	HCID	Charge
Reactant	Water	HCID 962	—
Reactant	Piperidine	HCID 8082	—
Reactant	Triethylamine	HCID 8471	—
Reactant	2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine	HCID 14116871	—
Solvent	Ethyl Acetate	HCID 8857	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	2-chloro-4-(piperidin-1-yl)-7H-pyrrolo[2,3-d]pyrimidine	HCID 57990312	97.9%

Reaction Conditions

Temperature	70 °C

Reaction Steps

A mixture of 2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine (100 mg, 0.531 mmol), piperidine (0.060 mL, 0.607 mmol) and triethylamine (0.200 mL, 1.43 mmol) in dioxane (4 mL) was stirred at 70° C. for 20 h. Water and EtOAc were added. The organic phase was separated, dried over Na2SO4, concentrated in vacuo to give 2-chloro-4-(piperidin-1-yl)-7H-pyrrolo[2,3-d]pyrimidine (123 mg). MS 237.3 and 239.3 (M+H, Cl pattern)

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09139581B2
Source dataset	uspto-grants-2015_09
ORD ID	ord-e2f8520cb12b4b2c8c12d61ba9f58b45
Source note	uspto-grants-2015_09