Hydrochloric Acid → HCID 68488974, compound

HRID 16528Notes

Reaction equation

HRID 16528 reaction equation
[CH3:1][N:2]([CH2:18][C@H:19]1[CH2:23][CH2:22][CH2:21][N:20]1C(OC(C)(C)C)=O)[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([O:10][C:11]2[CH:16]=[CH:15][C:14]([Br:17])=[CH:13][CH:12]=2)=[CH:6][CH:5]=1.Cl>O1CCOCC1>[Br:17][C:14]1[CH:13]=[CH:12][C:11]([O:10][C:7]2[CH:6]=[CH:5][C:4]([CH2:3][N:2]([CH3:1])[CH2:18][C@H:19]3[CH2:23][CH2:22][CH2:21][NH:20]3)=[CH:9][CH:8]=2)=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86613443HCID 86613443, compound

Product 1

HCID 68488974HCID 68488974, compoundYield 128.8%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 1,1-dimethylethyl (R)-2-[[methyl[[4-(4-bromophenoxy)phenyl]methyl]amino]methyl]-1-pyrrolidinecarboxylate (670 mg, 1.8 mmol) in a solution of 4 N hydrochloric acid in dioxane (6 mL) was stirred overnight. Solvent was removed under reduced pressure and 870 mg of (R)—N-[[4-(4-bromophenoxy)phenyl]methyl]-N-methyl-2-pyrrolidinemethanamine was isolated as the hydrochloride salt.

Workup

  1. customSolvent was removed under reduced pressure

Sources & evidence

ORD record
ord-c2694de5014f4240806f87009c98ee20
Source dataset
uspto-grants-2010_06
Patent number
US07737145B2

Reaction notes

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