HCID 23509661, compound → 4-(4-Fluorobenzyl)-1-(3-pyrrolidinylmethyl)piperidine

HRID 970404Notes

Reaction equation

HRID 970404 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH:9]2[CH2:14][CH2:13][N:12]([CH2:15][CH:16]3[CH2:20][CH2:19][N:18](C(OCC4C=CC=CC=4)=O)[CH2:17]3)[CH2:11][CH2:10]2)=[CH:4][CH:3]=1.[H][H]>[Pd].CO>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH:9]2[CH2:14][CH2:13][N:12]([CH2:15][CH:16]3[CH2:20][CH2:19][NH:18][CH2:17]3)[CH2:11][CH2:10]2)=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 23509661HCID 23509661, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 541749794-(4-Fluorobenzyl)-1-(3-pyrrolidinylmethyl)piperidine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a stirring solution of 3-[4-(4-flourophenylmethyl)piperidinomethyl]-N-(benzyloxycarbonyl)-pyrrolidine (600 mg, 1.47 mmol) and 5% palladium on carbon (60 mg, Aldrich) in MeOH (50 mL) was added 50 psi of hydrogen. The reaction was stirred for 14 h. The reaction was filtered and the filtrate was conc. in vacuo to a colorless oil. The oil can be used without further purification. MS (ESI) 277 (M+H).

Workup

  1. filtrationThe reaction was filtered
  2. customThe oil can be used without further purification

Sources & evidence

ORD record
ord-f8229e0edba541a8a7dd0fb2db3cc1e7
Source dataset
uspto-grants-2007_12
Patent number
US07312222B2

Reaction notes

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