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Hydrochloric Acid → 5-((Azetidin-3-yloxy)methyl)thiazole hydrochloride

HRID 2172053
Notes
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Reaction equation

HRID 2172053 reaction equation
[ClH:1].[S:2]1[C:6]([CH2:7][O:8][CH:9]2[CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10]2)=[CH:5][N:4]=[CH:3]1>C(OCC)C>[ClH:1].[NH:11]1[CH2:12][CH:9]([O:8][CH2:7][C:6]2[S:2][CH:3]=[N:4][CH:5]=2)[CH2:10]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68338107tert-Butyl 3-(thiazol-5-ylmethoxy)-azetidine-1-carboxylate

Product 1

HCID 671545625-((Azetidin-3-yloxy)methyl)thiazole hydrochloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of HCl in diethylether (2N, 5.5 mL) was added to a solution of tert-butyl 3-(thiazol-5-ylmethoxy)-azetidine-1-carboxylate (150 mg, 0.55 mmol) in diethylether (2 mL) at room temperature. The reaction mixture was stirred 30 minutes then concentrated to dryness. After trituration in diethyl ether (10 mL), the title compound was obtained as a yellow solid (113 mg, quantitative).

Workup

  1. concentrationthen concentrated to dryness

Sources & evidence

ORD record
ord-df5d148a568147e6a86ae5e4db8a9116
Source dataset
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09051321B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes