HCID 86680069, compound → HCID 86680071, compound

HRID 1915860Notes

Reaction equation

HRID 1915860 reaction equation
[C:1]([O:5][C:6]([NH:8][CH:9]1[CH:15]([F:16])[CH2:14][CH2:13][N:12](C(OCC2C=CC=CC=2)=O)[CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[F:16][CH:15]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10][CH:9]1[NH:8][C:6](=[O:7])[O:5][C:1]([CH3:3])([CH3:2])[CH3:4]

Participants

4

Reactant 1

HCID 86680069HCID 86680069, compound

Product 1

HCID 86680071HCID 86680071, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of benzyl 4-(tert-butoxycarbonylamino)-5-fluoroazepane-1-carboxylate (0.55 g, 1.50 mmol) in MeOH (75 mL) was passed through the H-Cube® (full H2, 50° C., flow rate: 1 mL/min, 30 mm 10% Pd/C cartridge). The solvent was removed under reduced pressure to afford tert-butyl 5-fluoroazepan-4-ylcarbamate as a mixture of syn and anti isomers as a colourless oil (317 mg).

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-7a673ad6833b4334b969a271a36a893c
Source dataset
uspto-grants-2013_12
Patent number
US08614206B2

Reaction notes

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