Benzoyl isocyanate → HCID 58602980, compound

HRID 1496941Notes

Reaction equation

HRID 1496941 reaction equation
[C:1]([N:9]=[C:10]=[O:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:12][CH:13]1[CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15][CH2:14]1>C(Cl)Cl>[C:1]([NH:9][C:10](=[O:11])[NH:12][CH:13]1[CH2:14][CH2:15][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:17][CH2:18]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 78210Benzoyl isocyanateHCID 12682914-Amino-1-Boc-piperidine

Product 1

HCID 58602980HCID 58602980, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of benzoylisocyanate (4.8 g, 32.6 mmol) in CH2Cl2 (180 mL) at 0° C. was added 4-amino-1-N-boc-piperidine (6.0 g, 30 mmol). The reaction mixture was stirred at room temperature for 4 h and concentrated. The residue was treated with Et2O (100 mL). The precipitate was filtered, washed with Et2O to yield a white solid (5.70 g, yield 55%). LC/MS: m/z (ES+) 337 (M+H)+.

Workup

  1. concentrationconcentrated
  2. additionThe residue was treated with Et2O (100 mL)
  3. filtrationThe precipitate was filtered
  4. washwashed with Et2O

Sources & evidence

ORD record
ord-4e7302dbc7f94d9b8914e5e075dcba11
Source dataset
uspto-grants-2015_12
Patent number
US09199945B2

Reaction notes

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