Piperidine → HCID 67412729, compound

HRID 1897491Notes

Reaction equation

HRID 1897491 reaction equation
[CH3:1][O:2][C:3](=[O:16])[C@@H:4]([NH:8][C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:5][CH2:6]Br.[NH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1>>[CH3:1][O:2][C:3](=[O:16])[C@@H:4]([NH:8][C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:5][CH2:6][N:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1

Participants

3

Reactant 2

HCID 8082PiperidineHCID 10685328Methyl (S)-2-(Boc-amino)-4-bromobutyrate

Product 1

HCID 67412729HCID 67412729, compoundYield 97%

Procedure

(S)-4-Bromo-2-tert-butoxycarbonylaminobutyric acid methyl ester (0.10 g, 0.34 mmol) (prepared as in Example 120, Steps A-D) and piperidine (1 mL) were heated to 50° C. for 16 hours and then cooled to room temperature and concentrated under reduced pressure. The residue was azeotroped with toluene (3×10 mL) and then chromatographed eluting with MeOH/dichloromethane (1:9) to provide 93 mg of colorless oil (97% yield).

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was azeotroped with toluene (3×10 mL)
  3. customchromatographed
  4. washeluting with MeOH/dichloromethane (1:9)

Sources & evidence

ORD record
ord-3f1fc609096146b1bc6496719cf6e2f8
Source dataset
uspto-grants-2013_08
Patent number
US08518983B2

Reaction notes

Loading…