Cesium carbonate → HCID 69257536, compound

HRID 1020272Notes

Reaction equation

HRID 1020272 reaction equation
[CH3:1][NH:2][CH2:3][CH2:4][O:5][CH3:6].Cl[CH2:8][C:9]1[N:13]=[C:12]([NH:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][C:17]=2[O:24][CH3:25])[S:11][N:10]=1.C([O-])([O-])=O.[Cs+].[Cs+]>C1COCC1>[CH3:25][O:24][C:17]1[CH:18]=[C:19]([O:22][CH3:23])[CH:20]=[CH:21][C:16]=1[CH2:15][NH:14][C:12]1[S:11][N:10]=[C:9]([CH2:8][N:2]([CH2:3][CH2:4][O:5][CH3:6])[CH3:1])[N:13]=1

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 300977(2-Methoxyethyl)(methyl)amineHCID 580550883-(Chloromethyl)-N-[(2,4-dimethoxyphenyl)methyl]-1,2,4-thiadiazol-5-amine2×

Product 1

HCID 69257536HCID 69257536, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

10 mmol of N-methyl-2-methoxyethylamine is added to the solution of (3-Chloromethyl-[1,2,4]thiadiazol-5-yl)-(2,4-dimethoxy-benzyl)-amine (Intermediate XXVIII) in 50 ml THF and 10 mmol of Cs2CO3 is added. The reaction is heated at reflux overnight. The reaction is cooled to room temperature and filtered, washed with THF. The filtrate is concentrated and purified by RP-HPLC.

Workup

  1. additionis added
  2. temperatureThe reaction is heated
  3. temperatureat reflux overnight
  4. filtrationfiltered
  5. washwashed with THF
  6. concentrationThe filtrate is concentrated
  7. custompurified by RP-HPLC

Sources & evidence

ORD record
ord-7aec3c13ef4b4fd98d7d6729490acb5f
Source dataset
uspto-grants-2014_05
Patent number
US08716320B2

Reaction notes

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