1H-Pyrrolo(2,3-b)pyridine → 3-[3-(4-chloro-benzyloxy)-2-ethoxy-benzyl]1H-pyrrolo[2,3-b]pyridine

Participants

Role	Name	HCID	Charge
Reactant	1H-Pyrrolo(2,3-b)pyridine	HCID 9222	—
Reactant	1,1,1-Trifluoro-2-iodoethane	HCID 67709	—
Reactant	4-Chloro-2-fluorobenzyl bromide	HCID 2736551	—
Reactant	Oxazole, 4,5-dihydro-4-ethyl-2-((4-methoxyphenyl)methyl)-, (+-)-	HCID 3041214	—
Reactant	5-methoxy-1H-pyrrolo[2,3-b]pyridine	HCID 10307871	—
Reactant	[3-(4-chloro-2-fluoro-benzyloxy)-2-ethoxy-phenyl]-(5-methoxy-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanone	HCID 58086972	—
Product	3-[3-(4-chloro-benzyloxy)-2-ethoxy-benzyl]1H-pyrrolo[2,3-b]pyridine	HCID 58087711	—

Reaction Steps

were prepared following the protocol of Scheme 71, substituting iodoethane with iodomethane in Step 3 to provide P-1891, or substituting iodoethane with 2-iodo-1,1,1-trifluoroethane in Step 3 to provide P-2076, or substituting 4-chlorobenzyl bromide 557 with 4-chloro-2-fluoro-benzyl bromide in Step 1 and 7-azaindole 94 with 5-methoxy-7-azaindole in Step 4 to provide P-2016. MS (ESI) [M+H+]+=393.4 (P-1891), 461.08 (P-2076), and 455.2 (P-2016).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08143271B2
Source dataset	uspto-grants-2012_03
ORD ID	ord-7675706a58f944789d88394045ab5245
Source note	uspto-grants-2012_03