Methyl iodide → HCID 59382725, compound

HRID 1617277Notes

Reaction equation

HRID 1617277 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([NH:9][C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([NH:20][C:21](=[O:29])[CH:22]=[C:23]4[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]4)[CH:18]=3)[N:13]=[CH:12][N:11]=2)[CH:6]=[CH:7][CH:8]=1)#[CH:2].CI.[C:32](=O)([O-])[O-].[K+].[K+]>C(#N)C>[C:1]([C:3]1[CH:4]=[C:5]([NH:9][C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([NH:20][C:21](=[O:29])[CH:22]=[C:23]4[CH2:28][CH2:27][N:26]([CH3:32])[CH2:25][CH2:24]4)[CH:18]=3)[N:13]=[CH:12][N:11]=2)[CH:6]=[CH:7][CH:8]=1)#[CH:2]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 59382684HCID 59382684, compound

Product 1

HCID 59382725HCID 59382725, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

N-(4-(3-ethynylphenylamino)quinazolin-6-yl)-2-(piperidin-4-ylidene)acetamide (20 mg, 0.046 mmol), methyl iodide (8.0 mg, 0.056 mmol), anhydrous potassium carbonate (17 mg), and acetonitrile (5 mL) were placed in a one-neck flask (50 mL). The reaction mixture was stirred at room temperature for 24 hours. After reaction completion, the solution was filtered, and evaporated in vacuo to give a solid. The solid was purified by TLC (silica gel plate, thickness 5 mm, chloroform:methanol=95:5). MS: 398 (M+1).

Workup

  1. customAfter reaction completion
  2. filtrationthe solution was filtered
  3. customevaporated in vacuo
  4. customto give a solid
  5. customThe solid was purified by TLC (silica gel plate

Sources & evidence

ORD record
ord-1906ca48a6c44f5fbc3a2ca3b9bd0f7e
Source dataset
uspto-grants-2014_07
Patent number
US08765946B2

Reaction notes

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