Dimethylformamide → HCID 178458430, compound

HRID 2236863Notes

Reaction equation

HRID 2236863 reaction equation
[I:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[NH:7][C:6](=[O:13])/[C:5]/2=[CH:14]/OC.CN(C)C=O.[Br:22][C:23]1[N:28]=[C:27]([CH2:29][NH2:30])[CH:26]=[CH:25][C:24]=1[O:31][CH2:32][CH2:33][CH3:34]>C(#N)C>[Br:22][C:23]1[N:28]=[C:27]([CH2:29][NH:30]/[CH:14]=[C:5]2\[C:6](=[O:13])[NH:7][C:8](=[O:12])[C:9]3[C:4]\2=[CH:3][C:2]([I:1])=[CH:11][CH:10]=3)[CH:26]=[CH:25][C:24]=1[O:31][CH2:32][CH2:33][CH3:34]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 68691018(E)-6-iodo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dioneHCID 86619602HCID 86619602, compound

Product 1

HCID 178458430HCID 178458430, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of (E)-6-iodo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione (329 mg, 1.0 mmole), dimethylformamide (8 mL), and (6-bromo-5-propoxypyridin-2-yl)methanamine (245 mg, 1.0 mmole) is stirred at room temperature for one hour. The reaction mixture is diluted with acetonitrile, filtered, washed with fresh acetonitrile and dried to give a yellow solid, 434 mg, (80%), mp 251-3° C. dec; MS (ES−): m/z 540.2 (M−H).

Workup

  1. filtrationfiltered
  2. washwashed with fresh acetonitrile
  3. customdried
  4. customto give a yellow solid, 434 mg, (80%), mp 251-3° C. dec

Sources & evidence

ORD record
ord-76e57fcbf803432e8e7b64abc51780b9
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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