1,2-Dichloroethane → HCID 58103892, compound

HRID 1627026Notes

Reaction equation

HRID 1627026 reaction equation
Cl.[N:2]1([C:8]2[N:13]=[CH:12][CH:11]=[CH:10][N:9]=2)[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.C(O[BH-](O[C:24](=O)[CH3:25])OC(=O)C)(=O)C.[Na+].[C:28](O)(=O)[CH3:29].C[N:33](C=O)C.[Cl:37][CH2:38][CH2:39][Cl:40]>C([O-])(O)=O.[Na+]>[Cl:37][C:38]1[C:39]([Cl:40])=[C:24]([CH2:25][N:5]2[CH2:6][CH2:7][N:2]([C:8]3[N:9]=[CH:10][CH:11]=[CH:12][N:13]=3)[CH2:3][CH2:4]2)[CH:29]=[CH:28][N:33]=1

Participants

7

Reactant 5

HCID 111,2-DichloroethaneHCID 176Acetic AcidHCID 6228DimethylformamideHCID 28184571-(2-Pyrimidyl)piperazine hydrochlorideHCID 5049666Sodium triacetoxyborohydride

Product 1

HCID 58103892HCID 58103892, compound

Reagents, catalysts & solvents 1

HCID 516892Sodium BicarbonateSolvent

Procedure

A solution of 2-piperazin-1-yl-pyrimidine hydrochloride (1.132 g, 4.773 mmol), in DCE (25 ml) was added to D41 (0.7 g, 3.977 mmol), sodium triacetoxy-borohydride (1.264 g, 5.966 mmol) and acetic acid (0.4 ml). The resulting mixture was stirred at r.t. for 1 day. Then, DMF (5 ml) was added and the reaction stirred for a further 16 h. at r.t. The reaction mixture was then diluted with NaHCO3 (aqueous sat. solution) and extracted with DCM. The organic layer was dried (MgSO4) and evaporated in vacuo.

Workup

  1. stirringthe reaction stirred for a further 16 h. at r.t
  2. extractionextracted with DCM
  3. dry with materialThe organic layer was dried (MgSO4)
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-5a88dcef9cf3497eb06698dd904fae98
Source dataset
uspto-grants-2014_07
Patent number
US08785486B2

Reaction notes

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