Potassium Carbonate → HCID 22291031, compound

HRID 967891Notes

Reaction equation

HRID 967891 reaction equation
Cl.[CH2:2]([NH:4][CH2:5][CH3:6])[CH3:3].[C:7]([C:9]1[CH:35]=[CH:34][C:12]([C:13]([NH:15][C:16]2[CH:17]=[CH:18][C:19]([CH3:33])=[C:20]([NH:22][C:23](=[O:32])[C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([CH2:30]Cl)[CH:25]=3)[CH:21]=2)=[O:14])=[CH:11][CH:10]=1)#[N:8].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[C:7]([C:9]1[CH:35]=[CH:34][C:12]([C:13]([NH:15][C:16]2[CH:17]=[CH:18][C:19]([CH3:33])=[C:20]([NH:22][C:23](=[O:32])[C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([CH2:30][N:4]([CH2:5][CH3:6])[CH2:2][CH3:3])[CH:25]=3)[CH:21]=2)=[O:14])=[CH:11][CH:10]=1)#[N:8]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 10197650Diethylammonium chlorideHCID 22291059HCID 22291059, compound

Product 1

HCID 22291031HCID 22291031, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
55 °C

Procedure

Diethylamine hydrochloride (0.33 g) was added to a stirred mixture of N-[5-(4-cyanobenzamido)-2-methylphenyl]-3-chloromethylbenzamide (0.4 g), potassium carbonate (0.5 g) and acetone (6 ml) and the reaction mixture was stirred and heated to 55° C. for 16 hours. The reaction mixture was evaporated and the residue was triturated under water. The solid was isolated and dried under vacuum at 55° C. to give the title compound (0.24 g); NMR spectrum: (DMSOd6) 0.95 (t, 6H), 2.19 (s, 3H), 3.58 (s, 2H), 7.22 (d, 1H), 7.5 (m, 3H), 7.85 (m, 3H), 7.99 (d, 2H), 8.12 (d, 2H); Mass Spectrum: M−H− 439.

Workup

  1. customThe reaction mixture was evaporated
  2. customthe residue was triturated under water
  3. customThe solid was isolated
  4. customdried under vacuum at 55° C.

Sources & evidence

ORD record
ord-97017b085c0b404ebf122220aa2384db
Source dataset
uspto-grants-2005_10
Patent number
US06956037B2

Reaction notes

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