(E)-6-iodo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione → HCID 178518372, compound

HRID 2236891Notes

Reaction equation

HRID 2236891 reaction equation
[NH2:1][CH2:2][C:3]1[CH:8]=[C:7]([OH:9])[C:6]([C:10]2[CH:14]=[CH:13][O:12][CH:11]=2)=[CH:5][N:4]=1.[I:15][C:16]1[CH:17]=[C:18]2[C:23](=[CH:24][CH:25]=1)[C:22](=[O:26])[NH:21][C:20](=[O:27])/[C:19]/2=[CH:28]/OC>CN(C)C=O>[O:12]1[CH:13]=[CH:14][C:10]([C:6]2[C:7]([OH:9])=[CH:8][C:3]([CH2:2][NH:1]/[CH:28]=[C:19]3\[C:20](=[O:27])[NH:21][C:22](=[O:26])[C:23]4[C:18]\3=[CH:17][C:16]([I:15])=[CH:25][CH:24]=4)=[N:4][CH:5]=2)=[CH:11]1

Participants

4

Reactant 2

HCID 68691018(E)-6-iodo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dioneHCID 1785102562-Aminomethyl-5-furan-3-yl-pyridin-4-ol

Product 1

HCID 178518372HCID 178518372, compoundYield 67.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

An amount of 64 mg (0.33 mmol) of 2-aminomethyl-5-furan-3-yl-pyridin-4-ol, is slurried in N,N-dimethylformamide (3 mL), followed by the addition of 110 mg (0.33 mmol) of (4E)-6-iodo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione. After the mixture is stirred at room temperature for 6 hours, the solid is filtered and washed several times with N,N-dimethylformamide, then ether and dried to give 109 mg of the title compound as a light beige solid (67% yield); mp 213-228° C. dec,

Workup

  1. filtrationthe solid is filtered
  2. washwashed several times with N,N-dimethylformamide
  3. dry with materialether and dried

Sources & evidence

ORD record
ord-ee776bb47afd4fc284b3a09fcfa3588a
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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