4-methoxymethylene-6-iodo-4H-isoquinoline-1,3-dione → HCID 178493747, compound

HRID 2236793Notes

Reaction equation

HRID 2236793 reaction equation
[NH2:1][CH2:2][C:3]1[CH:8]=[C:7]([OH:9])[C:6]([O:10][CH3:11])=[CH:5][N:4]=1.CO[CH:14]=[C:15]1[C:24]2[C:19](=[CH:20][CH:21]=[C:22]([I:25])[CH:23]=2)[C:18](=[O:26])[NH:17][C:16]1=[O:27]>CN(C)C=O>[I:25][C:22]1[CH:23]=[C:24]2[C:19](=[CH:20][CH:21]=1)[C:18](=[O:26])[NH:17][C:16](=[O:27])[C:15]2=[CH:14][NH:1][CH2:2][C:3]1[CH:8]=[C:7]([OH:9])[C:6]([O:10][CH3:11])=[CH:5][N:4]=1

Participants

4

Reactant 2

HCID 686910194-methoxymethylene-6-iodo-4H-isoquinoline-1,3-dioneHCID 178493746HCID 178493746, compound

Product 1

HCID 178493747HCID 178493747, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 2-aminomethyl-5-methoxy-pyridin-4-ol (116 mg, 0.75 mmole), 4 mL of N,N-dimethylformamide and 4-methoxymethylene-6-iodo-4H-isoquinoline-1,3-dione (247 mg, 0.75 mmole) is added and the reaction mixture stirred for one hour. The reaction mixture is evaporated to dryness and treated with acetonitrile, the solid filtered and dried to give a pink solid, 293 mg, (87%); MS (ES+): m/z 451.9 (M+H).

Workup

  1. additionis added
  2. customThe reaction mixture is evaporated to dryness
  3. additiontreated with acetonitrile
  4. filtrationthe solid filtered
  5. customdried
  6. customto give a pink solid, 293 mg, (87%)

Sources & evidence

ORD record
ord-8f15794b8be84ebeb6c5ac33d118f75b
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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