Triphenylphosphine → tert-butyl 3-(4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)azetidine-1-carboxylate

Participants

Role	Name	HCID	Charge
Reactant	Triphenylphosphine	HCID 11776	—
Reactant	Tert-butyl 3-hydroxyazetidine-1-carboxylate	HCID 2756801	—
Reactant	Diisopropyl azodicarboxylate	HCID 5363146	—
Reactant	6-Chloro-7-iodo-7-deazapurine	HCID 14809281	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	tert-butyl 3-(4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)azetidine-1-carboxylate	HCID 89871028	68.8%

Reaction Steps

DIAD (1.41 ml) was added to a solution of 4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (1.00 g), N-Boc-3-hydroxyazetidine (930 mg), and triphenylphosphine (1.85 g) in tetrahydrofuran (40 ml), and the reaction mixture was stirred for 1 hour. After concentrating, the reaction mixture was washed with ethyl acetate to obtain the title compound as a white solid (1.07 g). Physical properties: m/z [M+H]+ 435.0

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09108973B2
Source dataset	uspto-grants-2015_08
ORD ID	ord-cde0bed526684a5b9c484404874121a9
Source note	uspto-grants-2015_08