Water → HCID 69652416, compound

HRID 857927Notes

Reaction equation

HRID 857927 reaction equation
Cl[C:2]1[C:7]([C:8]2[C:13]([F:14])=[CH:12][C:11]([C:15]#[N:16])=[CH:10][C:9]=2[F:17])=[C:6]([N:18]2[CH2:23][CH2:22][CH:21]([CH3:24])[CH2:20][CH2:19]2)[N:5]2[N:25]=[CH:26][N:27]=[C:4]2[N:3]=1.O.C(OC)(C)(C)C.[CH3:35][N:36](C)C=O>[C-]#N.C([N+](CC)(CC)CC)C>[C:35]([C:2]1[C:7]([C:8]2[C:13]([F:14])=[CH:12][C:11]([C:15]#[N:16])=[CH:10][C:9]=2[F:17])=[C:6]([N:18]2[CH2:23][CH2:22][CH:21]([CH3:24])[CH2:20][CH2:19]2)[N:5]2[N:25]=[CH:26][N:27]=[C:4]2[N:3]=1)#[N:36]

Participants

6

Reactant 4

HCID 962WaterHCID 6228DimethylformamideHCID 15413tert-Butyl methyl etherHCID 86600105HCID 86600105, compound

Product 1

HCID 69652416HCID 69652416, compound

Reagents, catalysts & solvents 1

HCID 3014735Tetraethylammonium cyanideCatalyst

Procedure

A mixture of 0.1 mol of 5-chloro-6-(2,6-difluoro-4-cyanophenyl)-7-(4-methylpiperidin-1-yl)-[1,2,4]-triazolo-[1,5-a]-pyrimidine (No. I-5) and 0.25 mol of tetraethylammonium cyanide in 750 ml of dimethylformamide (DMF) was stirred at 20–25° C. for 16 hours. After addition of water and methyl tert-butyl ether (MTBE), the organic phase was separated, washed with water, dried and freed from the solvent. After chromatography on silica gel, 6.33 g of the title compound were obtained from the residue.

Workup

  1. customthe organic phase was separated
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-a818f13ef0ab4312bf44891818df9aed
Source dataset
uspto-grants-2006_12
Patent number
US07148227B2

Reaction notes

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