Methyl iodide → HCID 67230764, compound

HRID 1406521Notes

Reaction equation

HRID 1406521 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([N+:19]([O-:21])=[O:20])[C:11]=1[NH:12][C:13](=O)C(F)(F)F)[C:5]([O:7][CH3:8])=[O:6].C([O-])([O-])=O.[Cs+].[Cs+].CI>C(#N)C>[Br:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([N+:19]([O-:21])=[O:20])[C:11]=1[NH:12][CH3:13])[C:5]([O:7][CH3:8])=[O:6]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 10796Cesium carbonateHCID 71402950Methyl 3-bromo-5-nitro-4-(2,2,2-trifluoroacetamido)benzoate

Product 1

HCID 67230764HCID 67230764, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
45 °C

Procedure

To methyl 3-bromo-5-nitro-4-(2,2,2-trifluoroacetamido)-benzoate (9.69 g, 26.1 mmol) in 250 mL acetonitrile was added Cs2CO3 (10.2 g, 31.3 mmol) and methyliodide (3.3 mL, 52.2 mmol). The mixture was heated to 45° C. for 2 h. The solvent was removed in vac. Water and methanol were added and stirred for 20 minutes. The solid was filtered and washed with methanol.

Workup

  1. customThe solvent was removed in vac
  2. additionWater and methanol were added
  3. filtrationThe solid was filtered
  4. washwashed with methanol

Sources & evidence

ORD record
ord-8d84165c12444686ad786dce8a78271e
Source dataset
uspto-grants-2014_12
Patent number
US08916599B2

Reaction notes

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