(2-Methoxyethyl)(methyl)amine → HCID 22283209, compound

HRID 2308501Notes

Reaction equation

HRID 2308501 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][NH:5][CH3:6].Cl[CH2:8][C:9]1[CH:39]=[CH:38][C:12]([C:13]([NH:15][C:16]2[S:17][C:18]3[C:24]([C:25]4[N:26]=[C:27]([N:30]5[CH2:35][CH2:34][O:33][CH2:32][CH2:31]5)[S:28][CH:29]=4)=[CH:23][CH:22]=[C:21]([O:36][CH3:37])[C:19]=3[N:20]=2)=[O:14])=[CH:11][CH:10]=1>C1COCC1>[CH3:1][O:2][CH2:3][CH2:4][N:5]([CH2:8][C:9]1[CH:10]=[CH:11][C:12]([C:13]([NH:15][C:16]2[S:17][C:18]3[C:24]([C:25]4[N:26]=[C:27]([N:30]5[CH2:31][CH2:32][O:33][CH2:34][CH2:35]5)[S:28][CH:29]=4)=[CH:23][CH:22]=[C:21]([O:36][CH3:37])[C:19]=3[N:20]=2)=[O:14])=[CH:38][CH:39]=1)[CH3:6]

Participants

4

Reactant 2

HCID 300977(2-Methoxyethyl)(methyl)amineHCID 22283221HCID 22283221, compound

Product 1

HCID 22283209HCID 22283209, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.035 g N-(2-methoxyethyl)-methylamine (0.00039 Mol) and 0.064 g (4-chloromethyl-N-[4-methoxy-7-(2-morpholin-4-yl-thiazol-4-yl)-benzothiazol-2-yl]-benzamide (0.00013 Mol) dissolved in THF (2 ml) were heated to reflux for 4 hrs. After cooling to room temperature and evaporation of the solvent the residue was triturated with water (7 ml). A precipitation formed, which was filtered, washed with water and dried yielding the title product as an off-white solid (79%); F.p.: 100-110° C.

Workup

  1. temperaturewere heated
  2. temperatureto reflux for 4 hrs
  3. customevaporation of the solvent the residue
  4. customwas triturated with water (7 ml)
  5. customA precipitation
  6. customformed
  7. filtrationwhich was filtered
  8. washwashed with water
  9. customdried

Sources & evidence

ORD record
ord-23cde941539c4e18b90c443e61684279
Source dataset
uspto-grants-2004_12
Patent number
US06835732B2

Reaction notes

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