Ethyl Acetate → HCID 58878196, compound

HRID 1160154Notes

Reaction equation

HRID 1160154 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[N:13]3[N:14]=[C:15]([NH:17][C:18]4[CH:23]=[CH:22][C:21]([O:24][C:25]5[CH:30]=[CH:29][N:28]=[CH:27][CH:26]=5)=[CH:20][CH:19]=4)[N:16]=[C:12]3[N:11]=[C:10](SC)[C:9]=2[C:33]#[N:34])[CH:5]=[CH:6][CH:7]=1.C(OCC)(=O)C.[CH3:41][N:42]1[CH2:47][CH2:46][NH:45][CH2:44][CH2:43]1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[N:13]3[N:14]=[C:15]([NH:17][C:18]4[CH:23]=[CH:22][C:21]([O:24][C:25]5[CH:30]=[CH:29][N:28]=[CH:27][CH:26]=5)=[CH:20][CH:19]=4)[N:16]=[C:12]3[N:11]=[C:10]([N:45]3[CH2:46][CH2:47][N:42]([CH3:41])[CH2:43][CH2:44]3)[C:9]=2[C:33]#[N:34])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 8857Ethyl AcetateHCID 531671-MethylpiperazineHCID 11785034HCID 11785034, compound

Product 1

HCID 58878196HCID 58878196, compound

Procedure

7-(3-Chlorophenyl)-5-methylsulfanyl-2-[4-(pyridin-4-yloxy)phenylamino]-1,2,4-triazolo[1,5-a]pyrimidine-6-carbonitrile (50 mg, 0.10 mol) is heated at 100° C. for 18 h in 1-methylpiperazine (1 ml) in a closed vessel. Ethyl acetate (5 ml) is added to the cooled solution, and the precipitate which forms is filtered off, washed with diethyl ether and dried, giving 32 mg (0.06 mmol, 55%) of “136”, [M+H]+ 539.

Workup

  1. filtrationthe precipitate which forms is filtered off
  2. washwashed with diethyl ether
  3. customdried
  4. customgiving 32 mg (0.06 mmol, 55%) of “136”, [M+H]+ 539

Sources & evidence

ORD record
ord-07da7ac185a44b0083e341bedd2bdec9
Source dataset
uspto-grants-2010_10
Patent number
US07816365B2

Reaction notes

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