4-[4-((R)-1-Phenyl-ethylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-benzonitrile → [6-(4-Aminomethyl-phenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-((R)-1-phenyl-ethyl)-amine

Participants

Role	Name	HCID	Charge
Reactant	4-[4-((R)-1-Phenyl-ethylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-benzonitrile	HCID 57399744	—
Catalyst	Nickel	HCID 935	—
Solvent	Ammonia	HCID 222	—
Solvent	Methanol	HCID 887	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	[6-(4-Aminomethyl-phenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-((R)-1-phenyl-ethyl)-amine	HCID 59756727	—

Reaction Steps

Raney-Nickel (0.1 g) catalyzed hydrogenation of 0.206 g (0.6 mmol) 4-[4-((R)-1-phenyl-ethylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-benzonitrile in a mixture of 5% ammonia in methanol (20 ml) and THF (4 ml) for 6 h at atmospheric pressure followed by filtration and evaporation of the solvent gives the title compound; m.p. 253-256° C.; MS-ES+: (M+H)+=344.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07244729B2
Source dataset	uspto-grants-2007_07
ORD ID	ord-7b39b180d21d49968c12f8b886ba8c97
Source note	uspto-grants-2007_07