Water → 2-chloro-N-(1H-indazol-6-yl)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine

Participants

Role	Name	HCID	Charge
Reactant	Water	HCID 962	—
Reactant	Triethylamine	HCID 8471	—
Reactant	1H-Indazol-6-amine	HCID 81423	—
Reactant	2,4-dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine	HCID 53486828	—
Solvent	1-Butanol	HCID 263	—
Solvent	Dichloromethane	HCID 6344	—
Product	2-chloro-N-(1H-indazol-6-yl)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine	HCID 86628035	95.4%

Reaction Conditions

Temperature	80 °C

Reaction Steps

A mixture of 2,4-dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine (400 mg, 1.17 mmol), 6-aminoindazole (171 mg, 1.29 mmol) and triethylamine (0.400 mL, 2.88 mmol) in n-butyl alcohol (10 mL) was heated at 80° C. overnight. After cooling down, H2O and CH2Cl2 were added. The organic phase was separated, washed with 1N HCl, followed by 5% NaHCO3, before it was dried over Na2SO4 and concentrated in vacuo to give 2-chloro-N-(1H-indazol-6-yl)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine as a solid (490 mg).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07705004B2
Source dataset	uspto-grants-2010_04
ORD ID	ord-3d71c9c56c3a49abbe358121e17d38b5
Source note	uspto-grants-2010_04