Triethylamine → HCID 86690177, compound

HRID 336389Notes

Reaction equation

HRID 336389 reaction equation
Br[C:2]1[N:6]([CH2:7][C:8]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=3)[CH2:12][CH2:11]2)=[O:9])[N:5]=[C:4]([C:22]2[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=2)[N:3]=1.C(N(CC)CC)C.[C:36]([C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)#[CH:37]>O1CCCC1>[F:28][C:25]1[CH:26]=[CH:27][C:22]([C:4]2[N:3]=[C:2]([C:37]#[C:36][C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)[N:6]([CH2:7][C:8]([N:10]3[CH2:15][CH2:14][N:13]([C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=4)[CH2:12][CH2:11]3)=[O:9])[N:5]=2)=[CH:23][CH:24]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10821PhenylacetyleneHCID 86690178HCID 86690178, compound

Product 1

HCID 86690177HCID 86690177, compoundYield 4.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
70 °C

Procedure

20 mg triphenylphosphinpalladium(II)chloride and 5 mg cupper(I)iodide were added to 100 mg 2-(5-bromo-3-(4-fluoro-phenyl)-(1,2,4)triazol-1-yl]-1-(4-pyridin-2-yl-piperazin-1-yl)-ethanone, 250 μl triethylamine and 45 mg ethynyl-benzene acid in 5 mL tetrahydrofuran. The reaction was stirred 2 h at 70° C. The reaction was filltered and evaporated. The residue was purified by HPLC to give 5 mg desired product. Rt: 1.24 min (method B), (M+H)+: 467

Workup

  1. customevaporated
  2. customThe residue was purified by HPLC

Sources & evidence

ORD record
ord-9323096b3bbb40379bc1af83daa5e502
Source dataset
uspto-grants-2014_11
Patent number
US08889677B2

Reaction notes

Loading…