Trifluoroacetic acid → 2-[(Azetidin-3-yl)oxy]pyridine

Reaction equation

F[C:2](F)(F)[C:3]([OH:5])=O.O[CH:9]1[CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10]1>>[NH:11]1[CH2:10][CH:9]([O:5][C:3]2[CH:2]=[CH:12][CH:9]=[CH:10][N:11]=2)[CH2:12]1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 2756801Tert-butyl 3-hydroxyazetidine-1-carboxylate

Product 1

HCID 594182822-[(Azetidin-3-yl)oxy]pyridine

Procedure

Preparation of compound P21. Compound P21 was prepared by deprotection of C73 with trifluoroacetic acid as described for t-butyl 3-hydroxyazetidine-1-carboxylate in the preparation of C19 in Example 3, before being used in the coupling step.

Workup

customPreparation of compound P21

Sources & evidence

ORD record: ord-083566004f204507a4e0c79e0523bcf1
Source dataset: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08618117B2

Reaction notes

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