4-methoxymethylene-6-iodo-4H-isoquinoline-1,3-dione → HCID 178493748, compound

HRID 2236859Notes

Reaction equation

HRID 2236859 reaction equation
[NH2:1][CH2:2][C:3]1[N:8]=[C:7]([OH:9])[C:6]([O:10][CH3:11])=[CH:5][N:4]=1.[I:12][C:13]1[CH:14]=[C:15]2[C:20](=[CH:21][CH:22]=1)[C:19](=[O:23])[NH:18][C:17](=[O:24])[C:16]2=[CH:25]OC>CN(C)C=O>[OH:9][C:7]1[C:6]([O:10][CH3:11])=[CH:5][N:4]=[C:3]([CH2:2][NH:1][CH:25]=[C:16]2[C:15]3[C:20](=[CH:21][CH:22]=[C:13]([I:12])[CH:14]=3)[C:19](=[O:23])[NH:18][C:17]2=[O:24])[N:8]=1

Participants

4

Reactant 2

HCID 686910194-methoxymethylene-6-iodo-4H-isoquinoline-1,3-dioneHCID 178493749HCID 178493749, compound

Product 1

HCID 178493748HCID 178493748, compoundYield 34.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-Aminomethyl-5-methoxy-pyrimidin-4-ol (10 mg, 0.064 mmol) and 6-iodo-4-methoxymethylene-4H-isoquinoline-1,3-dione (50 mg, 0.15 mmol) in N,N-dimethylformamide (3 mL) is stirred at room temperature for 1 hour. The N,N-dimethylformamide is then removed and residue purified to provide the title compound (10 mg, 34%). MS (ESI): 453 (M+1)+1.

Workup

  1. customThe N,N-dimethylformamide is then removed
  2. customresidue purified

Sources & evidence

ORD record
ord-5878bc4a91214da4a1afa4e5f18d02a9
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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