Methyl azetidine-3-carboxylate hydrochloride → Methyl 1-(4-(5-(1-(3,3-difluorocyclobutyl)cyclopropyl)-thiazolo[5,4-b]pyridin-2-yl)-3-fluorobenzyl)azetidine-3-carboxylate

Participants

Role	Name	HCID	Charge
Reactant	Methyl azetidine-3-carboxylate hydrochloride	HCID 21100040	—
Reactant	4-(5-(1-(3,3-Difluorocyclobutyl)cyclopropyl)thiazolo[5,4-b]pyridin-2-yl)-3-fluorobenzaldehyde	HCID 86638727	—
Product	Methyl 1-(4-(5-(1-(3,3-difluorocyclobutyl)cyclopropyl)-thiazolo[5,4-b]pyridin-2-yl)-3-fluorobenzyl)azetidine-3-carboxylate	HCID 67112099	—

Reaction Steps

Reaction of 4-(5-(1-(3,3-difluorocyclobutyl)cyclopropyl)thiazolo[5,4-b]pyridin-2-yl)-3-fluorobenzaldehyde (112.0 mg, 0.288 mmol) and methyl azetidine-3-carboxylate hydrochloride (65.6 mg, 0.433 mmol) according to Reference R and the general procedure for reductive amination gave methyl 1-(4-(5-(1-(3,3-difluorocyclobutyl)cyclopropyl)-thiazolo[5,4-b]pyridin-2-yl)-3-fluorobenzyl)azetidine-3-carboxylate as a white solid. MS (ESI) m/z: Calculated: 487.2; Observed: 487.8 (M++1).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07842685B2
Source dataset	uspto-grants-2010_11
ORD ID	ord-4320f942f1944798b96912142c153e60
Source note	uspto-grants-2010_11