Triethylamine → 1-Tert-butyl-3-{2-[3-ethyl-3-(3-methoxy-phenyl)-2-oxo-azepan-1-yl]-ethyl}-urea

HRID 1594908Notes

Reaction equation

HRID 1594908 reaction equation
Cl.[NH2:2][CH2:3][CH2:4][N:5]1[CH2:11][CH2:10][CH2:9][CH2:8][C:7]([CH2:20][CH3:21])([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH3:19])[CH:13]=2)[C:6]1=[O:22].CCN(CC)CC.[C:30]([N:34]=[C:35]=[O:36])([CH3:33])([CH3:32])[CH3:31]>CN(C=O)C>[C:30]([NH:34][C:35]([NH:2][CH2:3][CH2:4][N:5]1[CH2:11][CH2:10][CH2:9][CH2:8][C:7]([CH2:20][CH3:21])([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH3:19])[CH:13]=2)[C:6]1=[O:22])=[O:36])([CH3:33])([CH3:32])[CH3:31]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 62412tert-Butyl isocyanateHCID 217061961-(2-Amino-ethyl)-3-ethyl-3-(3-methoxy-phenyl)-azepan-2-one hydrochloride

Product 1

HCID 217062861-Tert-butyl-3-{2-[3-ethyl-3-(3-methoxy-phenyl)-2-oxo-azepan-1-yl]-ethyl}-urea

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 1-(2-amino-ethyl)-3-ethyl-3-(3-methoxy-phenyl)-azepan-2-one hydrochloride (as described in Example 51, Step C) (0.27 g, 0.826 mmol) in DMF (5.0 mL) was added NEt3 (0.35 mL, 2.48 mmol) and t-butylisocyanate (0.29 mL, 2.48 mmol) and the solution was stirred for 18 hr. The DMF was removed in vacuo, and the residue partitioned between EtOAc and H2O. The organic layer was washed with brine and dried (MgSO4), and the solvents removed in vacuo to obtain the title compound.

Workup

  1. customThe DMF was removed in vacuo
  2. customthe residue partitioned between EtOAc and H2O
  3. washThe organic layer was washed with brine
  4. dry with materialdried (MgSO4)
  5. customthe solvents removed in vacuo

Sources & evidence

ORD record
ord-908bc56bbe1f49b8b4604f75ebc28e24
Source dataset
uspto-grants-2001_09
Patent number
US06284755B1

Reaction notes

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