Benzo-1,3-dioxole-5-methylamine → HCID 22402369, compound

HRID 260035Notes

Reaction equation

HRID 260035 reaction equation
[CH3:1][C:2]1[N:7]=[C:6](Cl)[C:5]([C:9]2[S:10][CH:11]=[CH:12][CH:13]=2)=[CH:4][N:3]=1.[O:14]1[C:22]2[C:17](=[CH:18][C:19]([CH2:23][NH2:24])=[CH:20][CH:21]=2)[O:16][CH2:15]1>C(Cl)Cl>[CH3:1][C:2]1[N:7]=[C:6]([NH:24][CH2:23][C:19]2[CH:18]=[C:17]3[C:22](=[CH:21][CH:20]=2)[O:14][CH2:15][O:16]3)[C:5]([C:9]2[S:10][CH:11]=[CH:12][CH:13]=2)=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 75799Benzo-1,3-dioxole-5-methylamineHCID 22402358HCID 22402358, compound

Product 1

HCID 22402369HCID 22402369, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
50 °C

Procedure

2-Methyl-5-(2-thienyl)-4-chloropyrimidine (590 mg; prepared by the same procedure as described in reference example 1) was dissolved into methylene chloride (6 ml). To the solution, (1,3-dioxaindan-5-yl)methylamine (2 ml) was added. The mixture was refluxed at 50° C. for 2 days. After reaction, the mixture was extracted with methylene chloride. The organic layer was washed with water and an aqueous saturated solution of ammonium chloride, respectively. The solution was dried over anhydrous sodium sulfate and evaporated. The residue was washed with ether to give the title compound.

Workup

  1. customprepared by the same procedure
  2. customAfter reaction
  3. extractionthe mixture was extracted with methylene chloride
  4. washThe organic layer was washed with water
  5. dry with materialThe solution was dried over anhydrous sodium sulfate
  6. customevaporated
  7. washThe residue was washed with ether

Sources & evidence

ORD record
ord-0a9ddf9671ea4ff79c4a4e09cae3df34
Source dataset
uspto-grants-1996_06
Patent number
US05525604

Reaction notes

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