Triethylamine → HCID 67406958, compound

HRID 1174348Notes

Reaction equation

HRID 1174348 reaction equation
[CH3:1][C:2]([CH3:27])([CH3:26])[C@@H:3]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[NH:4][CH2:5][CH2:6][NH:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]([F:18])([F:17])[F:16].[C:28](=O)(ON1C(=O)CCC1=O)[O:29]N1C(=O)CCC1=O.C(N(CC)CC)C>ClC(Cl)C>[CH3:1][C:2]([CH3:27])([CH3:26])[C@H:3]([N:4]1[CH2:5][CH2:6][N:7]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:15]([F:18])([F:16])[F:17])[C:28]1=[O:29])[C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 676246Di(succinimido) carbonateHCID 67408530HCID 67408530, compound

Product 1

HCID 67406958HCID 67406958, compound

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

A solution of Example 138A (225 mg, 0.595 mmol) and disuccinimidyl carbonate (0.183 g, 0.714 mmol) in dichloroethane (6 mL) was treated with triethylamine (99 μL, 0.714 mmol) at 25° C. for 16 h. The mixture was partitioned between 10% sodium carbonate and dichloromethane. The organic layer was separated, washed with brine, dried over MgSO4, filtered, and the solvents were evaporated to give the crude title compound.

Workup

  1. customThe mixture was partitioned between 10% sodium carbonate and dichloromethane
  2. customThe organic layer was separated
  3. washwashed with brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customthe solvents were evaporated

Sources & evidence

ORD record
ord-5fa8651148b44a34a4f6b7b848e6871a
Source dataset
uspto-grants-2010_11
Patent number
US07834043B2

Reaction notes

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