HCID 89748270, compound → Tert-butyl (5-fluoropiperidin-2-yl)methylcarbamate

HRID 60777Notes

Reaction equation

HRID 60777 reaction equation
C([N:8]1[CH:13]=[C:12]([F:14])[CH2:11][CH2:10][CH:9]1[CH2:15][NH:16][C:17](=[O:23])[O:18][C:19]([CH3:22])([CH3:21])[CH3:20])C1C=CC=CC=1>CO.[Pd]>[F:14][CH:12]1[CH2:13][NH:8][CH:9]([CH2:15][NH:16][C:17](=[O:23])[O:18][C:19]([CH3:21])([CH3:20])[CH3:22])[CH2:10][CH2:11]1

Participants

4

Reactant 1

HCID 89748270HCID 89748270, compound

Product 1

HCID 89748156Tert-butyl (5-fluoropiperidin-2-yl)methylcarbamate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The above described tert-butyl (1-benzyl-5-fluoro-1,2,3,4-tetrahydropyridin-2-yl)methylcarbamate and 10% Pd/C in MeOH was stirred at rt under a hydrogen balloon overnight. The reaction mixture was filtered through diatomaceous earth and concentrated in vacuo to provide the desired product tert-butyl (5-fluoropiperidin-2-yl)methylcarbamate in quantitative yield which was used for next step without further purification. 1H NMR (CDCl3, 400 MHz) δ 4.56-4.47 (m, 1H), 3.34-3.17 (m, 2H), 3.02-2.95 (m, 1H), 2.67-2.60 (m, 2H), 2.19-2.14 (m, 1H), 1.81-1.76 (m, 1H), 1.59-1.45 (m, 2H), 1.45 (s, 9H).

Workup

  1. filtrationThe reaction mixture was filtered through diatomaceous earth
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-7efba692420e4e16b5a1c5faa794e20a
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

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