Water → HCID 68636966, compound

HRID 2357874Notes

Reaction equation

HRID 2357874 reaction equation
Cl[C:2]1[C:7]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][C:9]=2[Cl:15])=[C:6]([N:16]2[CH2:21][CH2:20][CH:19]([CH3:22])[CH2:18][CH2:17]2)[N:5]2[N:23]=[CH:24][N:25]=[C:4]2[N:3]=1.O.COC(C)(C)C.[CH3:33][N:34](C)C=O>[C-]#N.C([N+](CC)(CC)CC)C>[C:33]([C:2]1[C:7]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][C:9]=2[Cl:15])=[C:6]([N:16]2[CH2:21][CH2:20][CH:19]([CH3:22])[CH2:18][CH2:17]2)[N:5]2[N:23]=[CH:24][N:25]=[C:4]2[N:3]=1)#[N:34]

Participants

6

Reactant 4

HCID 962WaterHCID 6228DimethylformamideHCID 15413tert-Butyl methyl etherHCID 86608612HCID 86608612, compound

Product 1

HCID 68636966HCID 68636966, compound

Reagents, catalysts & solvents 1

HCID 3014735Tetraethylammonium cyanideCatalyst

Conditions

Temperature
22.5 °C

Procedure

A mixture of 5-chloro-6-(2-chloro-4-fluorophenyl)-7-(4-methylpiperidin-1-yl)-[1,2,4]-triazolo-[1,5-a]-pyrimidine (0.1 mol) and tetraethylammonium cyanide (0.25 mol) in 750 ml Dimethylformamide (DMF) was stirred for 16 hours at 20 to 25° C. To this mixture was added water and methyl-tert. butylether (MTBE), the organic phase was separated, washed with water, dried and filtered. The filtrate was evaporated and the residue was purified by column chromatography to yield 5.91 g of the title compound of mp. 247° C.

Workup

  1. customthe organic phase was separated
  2. washwashed with water
  3. customdried
  4. filtrationfiltered
  5. customThe filtrate was evaporated
  6. customthe residue was purified by column chromatography

Sources & evidence

ORD record
ord-f241727ddaab4f4a84a22fdf6ddd9d0e
Source dataset
uspto-grants-2010_07
Patent number
US07763622B2

Reaction notes

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