Methyl iodide → HCID 51353250, compound

HRID 77405Notes

Reaction equation

HRID 77405 reaction equation
[I:1][CH3:2].[N:3]12[CH2:11][CH2:10][CH:7]([CH2:8][CH2:9]1)[N:6]([C:12]1[CH:13]=[C:14]3[C:19](=[CH:20][CH:21]=1)[N:18]=[C:17]([C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([Cl:28])[CH:23]=1)[N:16]([CH3:29])[C:15]3=[O:30])[CH2:5][CH2:4]2>C1COCC1>[I-:1].[Cl:28][C:24]1[CH:23]=[C:22]([C:17]2[N:16]([CH3:29])[C:15](=[O:30])[C:14]3[C:19](=[CH:20][CH:21]=[C:12]([N:6]4[CH:7]5[CH2:8][CH2:9][N+:3]([CH3:2])([CH2:11][CH2:10]5)[CH2:4][CH2:5]4)[CH:13]=3)[N:18]=2)[CH:27]=[CH:26][CH:25]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 513526046-(1,4-diazabicyclo[3.2.2]nonan-4-yl)-2-(3-chlorophenyl)-3-methylquinazolin-4(3H)-one

Product 1

HCID 51353250HCID 51353250, compoundYield 63.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of iodomethane (0.18 g, 1.3 mmol) in THF (12 mL) was added 6-(1,4-diazabicyclo[3.2.2]nonan-4-yl)-2-(3-chlorophenyl)-3-methylquinazolin-4(3H)-one (Example 2AL) (0.5 g, 1.3 mmol) and reaction stirred for two days. The resultant precipitate was collected via filtration, triturated with minimum amount of methanol and dried to afford 4-(2-(3-chlorophenyl)-3-methyl-4-oxo-3,4-dihydroquinazolin-6-yl)-1-methyl-4-aza-1-azoniabicyclo[3.2.2]nonane iodide (0.44 g, 0.82 mmol).

Workup

  1. filtrationThe resultant precipitate was collected via filtration
  2. customtriturated with minimum amount of methanol
  3. customdried

Sources & evidence

ORD record
ord-af8a022e00f84edd8669126fbb199992
Source dataset
uspto-grants-2014_09
Patent number
US08841289B2

Reaction notes

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