Water → HCID 9807247, compound

HRID 987482Notes

Reaction equation

HRID 987482 reaction equation
Cl.[NH2:2][CH2:3][C:4]1[CH:8]=[CH:7][N:6]([C:9]2[CH:18]=[C:17]3[C:12]([NH:13][C:14](=[O:24])[CH:15]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[NH:16]3)=[CH:11][C:10]=2[Cl:25])[CH:5]=1.C(N(CC)CC)C.[N:33]([C:36]1[CH:46]=[CH:45][C:39]([C:40]([O:42][CH2:43][CH3:44])=[O:41])=[CH:38][CH:37]=1)=[C:34]=[O:35].O>CN(C)C=O>[Cl:25][C:10]1[CH:11]=[C:12]2[C:17](=[CH:18][C:9]=1[N:6]1[CH:7]=[CH:8][C:4]([CH2:3][NH:2][C:34]([NH:33][C:36]3[CH:37]=[CH:38][C:39]([C:40]([O:42][CH2:43][CH3:44])=[O:41])=[CH:45][CH:46]=3)=[O:35])=[CH:5]1)[N:16]=[C:15]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[C:14](=[O:24])[NH:13]2

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 589805Ethyl 4-isocyanatobenzoateHCID 18008893HCID 18008893, compound

Product 1

HCID 9807247HCID 9807247, compoundYield 32%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of the compound of Example 5 (61.2 mg, 159 μmol) in N,N-dimethylformamide (1.6 ml) were added triethylamine (33.3 μl, 239 μmol) and successively ethyl 4-isocyanatobenzoate (36.5 mg, 191 μmol) at room temperature, and the mixture was stirred for 3 hours at the same temperature. Water was added to the reaction mixture and the precipitated crystals were collected by filtration. After washed with water and then with ethyl acetate, these were air-dried, thereby obtaining 27.0 mg of title compound as yellowish brown powder. Yield 32%.

Workup

  1. filtrationthe precipitated crystals were collected by filtration
  2. washAfter washed with water
  3. dry with materialwith ethyl acetate, these were air-dried

Sources & evidence

ORD record
ord-917bcf42e70e41ff97fc3e662b2ae961
Source dataset
uspto-grants-2003_10
Patent number
US06632813B1

Reaction notes

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