Methyl iodide → HCID 22632614, compound

HRID 2417539Notes

Reaction equation

HRID 2417539 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[Cl:8][C:9]1[CH:41]=[CH:40][C:12]([C:13]([N:15]2[CH2:21][C:20]3[CH:22]=[CH:23][CH:24]=[CH:25][C:19]=3[N:18]([CH2:26][C:27]3[CH:32]=[CH:31][C:30]([C:33]4[N:34]([CH3:38])[CH2:35][CH2:36][N:37]=4)=[CH:29][CH:28]=3)[C:17](=[O:39])[CH2:16]2)=[O:14])=[CH:11][CH:10]=1.[H-].[Na+].CI>CN(C=O)C>[F:1][C:2]([F:7])([F:6])[C:3]([O-:5])=[O:4].[Cl:8][C:9]1[CH:10]=[CH:11][C:12]([C:13]([N:15]2[CH2:21][C:20]3[CH:22]=[CH:23][CH:24]=[CH:25][C:19]=3[N:18]([CH2:26][C:27]3[CH:32]=[CH:31][C:30]([C:33]4[N:37]([CH3:2])[CH2:36][CH2:35][N+:34]=4[CH3:38])=[CH:29][CH:28]=3)[C:17](=[O:39])[CH2:16]2)=[O:14])=[CH:40][CH:41]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 22632434HCID 22632434, compound

Product 1

HCID 22632614HCID 22632614, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

20 mg (0.034 mmol) of 4-(4-chlorobenzoyl)-1-[4-(1-methyl-4,5-dihydro-1H-imidazol-2-yl)benzyl]-1,3,4,5-tetrahydrobenzo[e][1,4]diazepin2on trifluoroacetate obtained in Example 125 was dissolved in 3 ml of DMF. 3 mg (0.075 mmol) of sodium hydride was added to the obtained solution, and they were stirred at room temperature for 30 minutes. 30 mg (0.21 mmol) of methyl iodide was added to the reaction mixture, and they were stirred at room temperature for 5 hours. The solvent evaporated, and the obtained crude product was treated in the same manner as in step 3 in Example 1 to obtain the title compound.

Workup

  1. stirringwere stirred at room temperature for 5 hours
  2. customThe solvent evaporated
  3. customthe obtained crude product
  4. additionwas treated in the same manner as in step 3 in Example 1

Sources & evidence

ORD record
ord-e021a2d5d2324167a8ce5550605eedb4
Source dataset
uspto-grants-2004_11
Patent number
US06825191B2

Reaction notes

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