Methyl iodide → HCID 86750069, compound

HRID 1081319Notes

Reaction equation

HRID 1081319 reaction equation
[F:1][C:2]([F:38])([F:37])[C:3]1[CH:4]=[C:5]([CH:30]=[C:31]([C:33]([F:36])([F:35])[F:34])[CH:32]=1)[CH2:6][N:7]([CH3:29])[C:8]([C:10]1[N:19]([CH3:20])[C:18](=[O:21])[C:13]2=[CH:14][N:15]=[CH:16][CH:17]=[C:12]2[C:11]=1[C:22]1[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=1)=[O:9].[I:39][CH3:40]>O1CCOCC1>[I-:39].[F:38][C:2]([F:37])([F:1])[C:3]1[CH:4]=[C:5]([CH:30]=[C:31]([C:33]([F:34])([F:36])[F:35])[CH:32]=1)[CH2:6][N:7]([CH3:29])[C:8]([CH:10]1[NH+:19]([CH3:20])[C:18](=[O:21])[C:13]2=[CH:14][N:15]([CH3:40])[CH:16]=[CH:17][C:12]2=[C:11]1[C:22]1[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=1)=[O:9]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 11800515HCID 11800515, compound

Product 1

HCID 86750069HCID 86750069, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of N-[3,5-bis(trifluoromethyl)benzyl]-4-(4-fluorophenyl)-1,2-dihydro-N, 2-dimethyl-1-oxo-3-pyrido[3,4-c]pyridinecarboxamide (Example 8) (240 mg), iodomethane (4 ml) and dioxane (4 ml) was heated for 1.5 hour under reflux. The solvent was distilled off to leave the above-titled compound as yellow crystals (303 mg), m.p.155°-158° C. (decomp.) (recrystallized from dioxane-ethyl ether).

Workup

  1. temperaturewas heated for 1.5 hour
  2. temperatureunder reflux
  3. distillationThe solvent was distilled off
  4. customto leave
  5. customthe above-titled compound as yellow crystals (303 mg), m.p.155°-158° C. (decomp.) (recrystallized from dioxane-ethyl ether)

Sources & evidence

ORD record
ord-855a40ef1f1b49919f4b77ac4fab4397
Source dataset
uspto-grants-1996_12
Patent number
US05585385

Reaction notes

Loading…