HCID 6033189, compound → HCID 15005343, compound

HRID 973460Notes

Reaction equation

HRID 973460 reaction equation
[CH3:1][C:2]1[N:6]=[C:5]([CH3:7])[N:4]([C:8]2[CH:29]=[CH:28][C:11]([C:12]([C:14](=[CH:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[Cl:27])[C:15]([O:17][CH2:18][CH3:19])=[O:16])=O)=[CH:10][CH:9]=2)[N:3]=1.[N:30]1[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=1[NH:36][C:37](=[O:42])/[CH:38]=[C:39](\[NH2:41])/[CH3:40]>C(O)C>[Cl:27][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=1[CH:20]1[C:38]([C:37](=[O:42])[NH:36][C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][N:30]=2)=[C:39]([CH3:40])[NH:41][C:12]([C:11]2[CH:28]=[CH:29][C:8]([N:4]3[C:5]([CH3:7])=[N:6][C:2]([CH3:1])=[N:3]3)=[CH:9][CH:10]=2)=[C:14]1[C:15]([O:17][CH2:18][CH3:19])=[O:16]

Participants

4

Reactant 2

HCID 6033189HCID 6033189, compoundHCID 67915387HCID 67915387, compound

Product 1

HCID 15005343HCID 15005343, compoundYield 6.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of the product from step (a) (566 mg, 1.38 mol) and N-(2-pyridyl)-3-aminocrotonamide (245 mg, 1.38 mmol) in ethanol (10 ml) was heated at reflux under nitrogen for 8 hours. The solvent was removed and the residue purified by flash chromatography (eluting with 2% diethylamine in ethyl acetate) to afford the title compound (50 mg, 6%) as a white solid, m.p. 130° C.

Workup

  1. temperaturewas heated
  2. temperatureat reflux under nitrogen for 8 hours
  3. customThe solvent was removed
  4. customthe residue purified by flash chromatography (eluting with 2% diethylamine in ethyl acetate)

Sources & evidence

ORD record
ord-b3c38229035447c5b3c85640c4fd5a2e
Source dataset
uspto-grants-1991_11
Patent number
US05063237

Reaction notes

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