Potassium Carbonate → HCID 23001294, compound

HRID 397998Notes

Reaction equation

HRID 397998 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[N:7]=[C:8]([SH:11])[NH:9][CH:10]=1)=[O:5])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[C:18]([C:20]1[CH:29]=[CH:28][C:23]([C:24](=[O:27])[CH2:25]Br)=[CH:22][C:21]=1[F:30])#[N:19]>C(#N)C>[C:18]([C:20]1[CH:29]=[CH:28][C:23]([C:24](=[O:27])[CH2:25][S:11][C:8]2[NH:7][C:6]([C:4]([O:3][CH2:1][CH3:2])=[O:5])=[CH:10][N:9]=2)=[CH:22][C:21]=1[F:30])#[N:19]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 230013104-(broMoMethyl)-2-fluorobenzonitrileHCID 178469909HCID 178469909, compound

Product 1

HCID 23001294HCID 23001294, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 4-ethoxycarbonylimidazole-2-thiol (8.47 g, 49.2 mmol) and potassium carbonate (20.4 g, 148 mmol) in dry acetonitrile (200 mL) at room temperature was added the bromide from Step F (11.9 g, 49.2 mmol). The reaction mixture was stirred for 20 hours, during which time a white precipitate formed. To the solution was added 100 mL ice water. The resulting solid was filtered and washed with water (2×25 mL) to provide the title product as an off-white solid which was sufficiently pure for use in the next step.

Workup

  1. customformed
  2. filtrationThe resulting solid was filtered
  3. washwashed with water (2×25 mL)

Sources & evidence

ORD record
ord-7e171f394b96495f9def936f7768b413
Source dataset
uspto-grants-2003_08
Patent number
US06610722B2

Reaction notes

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