Sulfuric acid magnesium salt (1:1) → HCID 86759980, compound

HRID 1795954Notes

Reaction equation

HRID 1795954 reaction equation
[CH2:1]([N:8]1[C:13](=[O:14])[C:12]2=[CH:15][CH:16]=[C:17]([Cl:18])[N:11]2[N:10]=[C:9]1[CH3:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO[CH:22](OC)[N:23]([CH3:25])[CH3:24].[O-]S([O-])(=O)=O.[Mg+2]>CN(C=O)C>[CH2:1]([N:8]1[C:13](=[O:14])[C:12]2=[CH:15][CH:16]=[C:17]([Cl:18])[N:11]2[N:10]=[C:9]1[CH:19]=[CH:22][N:23]([CH3:25])[CH3:24])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 78373Dimethylformamide dimethyl acetalHCID 22180078HCID 22180078, compound

Product 1

HCID 86759980HCID 86759980, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
145 °C

Procedure

A mixture of 3-benzyl-7-chloro-2-methyl-3H-pyrrolo[2,1-f][1,2,4]triazin-4-one (1.60 g, 5.85 mmol), N,N-dimethylformamide dimethyl acetal (5.6 mL, 39.6 mmol) and MgSO4 (5.0 g, 41.5 mmol) in DMF (20 mL) was sealed under nitrogen and heated at 145° C. overnight. The reaction mixture was cooled to 0° C., poured into ice water and stirred for 1 h. The solid was collected and washed with water, dried under vaccum over P2O5 to give the title compound (1.84 g, 96%): 1H NMR (CDCl3) δ 7.50 (d, 1H, J=12.56 Hz), 7.30 (m, 2H), 7.24 (m, 4H), 6.96 (d, 1H, J=4.48 Hz), 6.38 (d, 1H, J=4.68 Hz), 5.27 (s, 2H), 2.83 (s, 3H).

Workup

  1. customwas sealed under nitrogen
  2. temperatureThe reaction mixture was cooled to 0° C.
  3. customThe solid was collected
  4. washwashed with water
  5. dry with materialdried under vaccum over P2O5

Sources & evidence

ORD record
ord-6d788d5e9eec442bb807a4fdbf3c0af9
Source dataset
uspto-grants-2006_04
Patent number
US07030118B2

Reaction notes

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