Dimethylamine → HCID 10407323, compound

HRID 750801Notes

Reaction equation

HRID 750801 reaction equation
[CH3:1][N:2]([CH:4]=O)[CH3:3].CS(C1[N:15]=[C:14]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][C:17]=2[Cl:23])[C:13]([C:24]2[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=2)=[CH:12][N:11]=1)(=O)=O.CNC>CCOCC>[CH3:1][N:2]([C:4]1[N:15]=[C:14]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][C:17]=2[Cl:23])[C:13]([C:24]2[CH:25]=[CH:26][C:27]([Cl:30])=[CH:28][CH:29]=2)=[CH:12][N:11]=1)[CH3:3]

Participants

5

Reactant 3

HCID 674DimethylamineHCID 6228DimethylformamideHCID 69198607HCID 69198607, compound

Product 1

HCID 10407323HCID 10407323, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
100 °C

Procedure

To a 25 mL thick glass wall pressure tube was added a stirrer bar, 4 mL DMF and 2-methylsulfonyl-4-(2,4-dichlorophenyl)-5-(4-chlorophenyl)pyrimidine (42 mg 0.1 mmol). Then excess dimethylamine in ether (2M) was added, the tube sealed and heated at 100° C. for 18 h. The solvents were removed under high vacuum, and product was obtained. HPLC/MS: m/e=379 (M+1); Rt=3.79 min; 1H-NMR 500 MHz (CDCl3): δ 3.18 (s, 6H), 7.40 (d, J=9 Hz, 1H), 7.5-7.6 (m, 3H), 7.8 (m, 2H), 8.20 (s, 1H).

Workup

  1. additionTo a 25 mL thick glass wall pressure tube was added a stirrer bar
  2. customthe tube sealed
  3. customThe solvents were removed under high vacuum
  4. customproduct was obtained

Sources & evidence

ORD record
ord-24e77441ce904559b27944d9ebfaeb50
Source dataset
uspto-grants-2008_07
Patent number
US07405221B2

Reaction notes

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