4-Methylbenzyl chloride → HCID 68813946, compound

HRID 1792613Notes

Reaction equation

HRID 1792613 reaction equation
[N:1]1([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([C:17]4[CH:21]=[CH:20][N:19]([C:22]([C:35]5[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=5)([C:29]5[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=5)[C:23]5[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=5)[N:18]=4)[CH:15]=3)[N:10]=[CH:9][N:8]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Cl[CH2:42][C:43]1[CH:48]=[CH:47][C:46]([CH3:49])=[CH:45][CH:44]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:42][C:43]1[CH:48]=[CH:47][C:46]([CH2:49][N:4]2[CH2:3][CH2:2][N:1]([C:7]3[C:16]4[C:11](=[CH:12][CH:13]=[C:14]([C:17]5[CH:21]=[CH:20][N:19]([C:22]([C:35]6[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=6)([C:29]6[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=6)[C:23]6[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=6)[N:18]=5)[CH:15]=4)[N:10]=[CH:9][N:8]=3)[CH2:6][CH2:5]2)=[CH:45][CH:44]=1

Participants

5

Reactant 3

HCID 77224-Methylbenzyl chlorideHCID 11430Potassium CarbonateHCID 68812046HCID 68812046, compound

Product 1

HCID 68813946HCID 68813946, compoundYield 125.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

100 mg 4-piperazin-1-yl-6-(1-trityl-1H-pyrazolyl) quinazoline (compound in Example 827) and 54 mg 1-chloromethyl-4-methyl benzene were dissolved in N,N-dimethylformamide, then 79 mg potassium carbonate was added thereto, and the mixture was stirred for about 5 hours at room temperature. The reaction solution was concentrated, and the residue was purified by silica gel column chromatography to give 150 mg of the title compound.

Workup

  1. concentrationThe reaction solution was concentrated
  2. customthe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-3cf236c4204540a7968344c66712ae5f
Source dataset
uspto-grants-2006_07
Patent number
US07074801B1

Reaction notes

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