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Hydrochloric Acid → HCID 131732523, compound

HRID 869025
Notes
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Reaction equation

HRID 869025 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:8][C@H:9]2[C@@H:14]3[CH2:15][C@@H:11]([CH2:12][N:13]3C(OC(C)(C)C)=O)[CH2:10]2)=[N:6][CH:7]=1.Cl>CCOC(C)=O.O1CCOCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:8][C@H:9]2[C@@H:14]3[CH2:15][C@@H:11]([CH2:12][NH:13]3)[CH2:10]2)=[N:6][CH:7]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 90415665(1S,4R,6R)-tert-butyl 6-((5-bromopyridin-2-yl)oxy)-2-azabicyclo[2.2.1]heptane-2-carboxylate

Product 1

HCID 131732523HCID 131732523, compoundYield 1,177.2%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

To the title compound of step A (149 mg, 0.0404 mmol) in EtOAc (1.5 mL) was added 4M HCl in dioxane (5 mL). After 3.25 h, the reaction was concentrated to give the title compound of step B (128 mg) which was used without further purification. MS (ESI) mass calcd. for C11H13BrN2O, 268.0. m/z found 269.0 [M+H]+.

Workup

  1. concentrationthe reaction was concentrated

Sources & evidence

ORD record
ord-99becfcff39e4758bac24641a87be9c8
Source dataset
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08969352B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes