p-Toluenesulfonic acid monohydrate → (3R)-3-Fluoropyrrolidine 4-methylbenzenesulfonate

HRID 1445774Notes

Reaction equation

HRID 1445774 reaction equation
O.[C:2]1([CH3:12])[CH:7]=[CH:6][C:5]([S:8]([OH:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[F:13][C@@H:14]1[CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15]1>C(O)C>[CH3:12][C:2]1[CH:3]=[CH:4][C:5]([S:8]([OH:11])(=[O:10])=[O:9])=[CH:6][CH:7]=1.[F:13][C@@H:14]1[CH2:18][CH2:17][NH:16][CH2:15]1

Participants

4

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 40430177tert-Butyl (3R)-3-fluoropyrrolidine-1-carboxylate

Product 1

HCID 86614634(3R)-3-Fluoropyrrolidine 4-methylbenzenesulfonate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Prepare using the method of Intermediate 49 with p-toluenesulfonic acid monohydrate (0.356 g, 1.87 mmol), tert-butyl (3R)-3-fluoropyrrolidine-1-carboxylate (See Intermediate50) (0.353 g, 1.87 mmol) and ethanol (2 mL) to give the title compound as a white solid (0.478 g): MS (m/e): 90 (M+1).

Workup

  1. customPrepare

Sources & evidence

ORD record
ord-01a8d0991aae4cdda7c7671cd5579677
Source dataset
uspto-grants-2010_02
Patent number
US07666871B2

Reaction notes

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