Dimethylamine → HCID 10204328, compound

HRID 1062592Notes

Reaction equation

HRID 1062592 reaction equation
[CH3:1][N:2]1[C:11]2[C:6](=[CH:7][C:8]([C:12]#[C:13][CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[CH:9][CH:10]=2)[C:5](=[O:21])[N:4]([CH2:22][C:23]2[CH:31]=[CH:30][C:26]([C:27](Cl)=[O:28])=[CH:25][CH:24]=2)[C:3]1=[O:32].[CH3:33][NH:34][CH3:35]>ClCCl.CCOCC>[CH3:33][N:34]([CH3:35])[C:27](=[O:28])[C:26]1[CH:30]=[CH:31][C:23]([CH2:22][N:4]2[C:5](=[O:21])[C:6]3[C:11](=[CH:10][CH:9]=[C:8]([C:12]#[C:13][CH2:14][C:15]4[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=4)[CH:7]=3)[N:2]([CH3:1])[C:3]2=[O:32])=[CH:24][CH:25]=1

Participants

5

Reactant 2

HCID 674DimethylamineHCID 22281864HCID 22281864, compound

Product 1

HCID 10204328HCID 10204328, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 0.5 g (1.1 mmol) of compound obtained in Step 1 in 50 ml of dichloromethane, 10 ml of dimethylamine in ether were added and stirring was continued at room temperature for 16 hours. The reaction mixture was partitioned between 1 M HCl and dichloromethane. The organic layer was washed with saturated sodium bicarbonate, dried over magnesium sulfate, filtered, and concentrated to give 0.4 g of the desired product.

Workup

  1. customThe reaction mixture was partitioned between 1 M HCl and dichloromethane
  2. washThe organic layer was washed with saturated sodium bicarbonate
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-afa0af330231413eb1731c08e0059561
Source dataset
uspto-grants-2005_11
Patent number
US06962922B2

Reaction notes

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