N,N-Dimethylethylenediamine → HCID 59716447, compound

HRID 2224095Notes

Reaction equation

HRID 2224095 reaction equation
[CH2:1]([N:8]1[C:13](=[O:14])[C:12]2[S:15][CH:16]=[CH:17][C:11]=2[N:10]=[C:9]1[CH:18](Br)[CH2:19][CH3:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:22][N:23]([CH3:27])[CH2:24][CH2:25][NH2:26]>CCO.CCOC(C)=O>[CH2:1]([N:8]1[C:13](=[O:14])[C:12]2[S:15][CH:16]=[CH:17][C:11]=2[N:10]=[C:9]1[CH:18]([NH:26][CH2:25][CH2:24][N:23]([CH3:27])[CH3:22])[CH2:19][CH3:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 66053N,N-DimethylethylenediamineHCID 54758218HCID 54758218, compound

Product 1

HCID 59716447HCID 59716447, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

3-Benzyl-2-(1-bromopropyl)thieno[3,2-d]pyrimidin-4(3H)-one (1-6, 0.032 g, 0.088 mmol) was dissolved in EtOH (2.0 mL) and treated with N,N-dimethyl ethylenediamine (0.03 mL, 0.26 mmol). The reaction was to 80° C. for 24 h. The reaction was diluted with EtOAc (20 mL), washed with 5% NH4Cl, and dried over MgSO4. The organics were concentrated under reduced pressure to provide 3-benzyl-2-(1-{[2-(dimethylamino)ethyl]amino}propyl)thieno[3,2-d]pyrimidin-4(3H)-one (1-7). MS 371.1 found 370.5 required.

Workup

  1. washwashed with 5% NH4Cl
  2. dry with materialdried over MgSO4
  3. concentrationThe organics were concentrated under reduced pressure

Sources & evidence

ORD record
ord-c61d209b93bb4f379ab1d308fc375505
Source dataset
uspto-grants-2008_05
Patent number
US07378411B2

Reaction notes

Loading…