Water → 2,4-dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine

Participants

Role	Name	HCID	Charge
Reactant	Water	HCID 962	—
Reactant	4-Toluenesulfonyl chloride	HCID 7397	—
Reactant	Triethylamine	HCID 8471	—
Reactant	2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine	HCID 14116871	—
Catalyst	2-Dimethylaminopyridine	HCID 21885	—
Solvent	Dichloromethane	HCID 6344	—
Product	2,4-dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine	HCID 53486828	99.7%

Reaction Steps

To a mixture of 2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine (1.67 g, 8.88 mmol), p-toluenesulfonyl chloride (1.72 g, 9.02 mmol) and triethylamine (2.50 mL, 18.0 mmol) in CH2C2 (15 mL), dimethylaminopyridine (30 mg, 0.24 mmol) was added. It was stirred at room temperature for 20 h. Water and CH2Cl2 were added. The organic phase was separated, washed with 1N HCl, then with 5% NaHCO3, dried over Na2SO4, concentrated in vacuo to give 2,4-dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine as a solid (3.03 g).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08258144B2
Source dataset	uspto-grants-2012_09
ORD ID	ord-6787d655bb14455a83a18fb3addb48a3
Source note	uspto-grants-2012_09