1,4-Dioxane hydrochloride → (3-Fluoro-4-pyrrolidin-2-ylphenyl)amine dihydrochloride

HRID 13398Notes

Reaction equation

HRID 13398 reaction equation
[ClH:1].O1CCOCC1.[NH2:8][C:9]1[CH:14]=[CH:13][C:12]([CH:15]2[CH2:19][CH2:18][CH2:17][N:16]2C(OC(C)(C)C)=O)=[C:11]([F:27])[CH:10]=1>C(OCC)(=O)C.CO>[ClH:1].[ClH:1].[F:27][C:11]1[CH:10]=[C:9]([NH2:8])[CH:14]=[CH:13][C:12]=1[CH:15]1[CH2:19][CH2:18][CH2:17][NH:16]1

Participants

5

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 23145592t-Butyl 2-(4-amino-2-fluoro-phenyl)-pyrrolidine-1-carboxylate

Product 1

HCID 23145457(3-Fluoro-4-pyrrolidin-2-ylphenyl)amine dihydrochloride

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

100 ml of 4 N hydrochloric acid-dioxane solution was added to a solution of 19 g of t-butyl 2-(4-amino-2-fluoro-phenyl)-pyrrolidine-1-carboxylate obtained in Example 338 (step 2) in a mixture of 50 ml of ethyl acetate and 50 ml of methanol, with cooling with ice, and the reaction liquid was stirred overnight at room temperature. The solvent was evaporated away under educed pressure to obtain the entitled compound as a white solid.

Workup

  1. temperaturewith cooling with ice
  2. customthe reaction liquid
  3. customThe solvent was evaporated away under educed pressure

Sources & evidence

ORD record
ord-b7e1e372bc744877a5daed6594f78177
Source dataset
uspto-grants-2010_06
Patent number
US07728025B2

Reaction notes

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