Triethylamine → HCID 67349438, compound

HRID 1672766Notes

Reaction equation

HRID 1672766 reaction equation
Cl.Cl.[CH2:3]([NH:5][C:6]1[N:7]=[CH:8][C:9]2[C:18](=[O:19])[N:17]([CH2:20][CH:21]3[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]3)[CH2:16][C@H:15]3[N:11]([CH2:12][CH2:13][CH2:14]3)[C:10]=2[N:27]=1)[CH3:4].Cl.Cl[C:30]1[CH:35]=[CH:34][N:33]=[CH:32][CH:31]=1.C(N(CC)CC)C>C(O)C>[CH2:3]([NH:5][C:6]1[N:7]=[CH:8][C:9]2[C:18](=[O:19])[N:17]([CH2:20][CH:21]3[CH2:22][CH2:23][N:24]([C:30]4[CH:35]=[CH:34][N:33]=[CH:32][CH:31]=4)[CH2:25][CH2:26]3)[CH2:16][C@H:15]3[N:11]([CH2:12][CH2:13][CH2:14]3)[C:10]=2[N:27]=1)[CH3:4]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 818524-Chloropyridine hydrochlorideHCID 67352345HCID 67352345, compound

Product 1

HCID 67349438HCID 67349438, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
140 °C

Procedure

Compound 24 (42.0 mg, 0.101 mmol) obtained in Example 24, and 4-chloropyridine.hydrochloride (22.6 mg, 0.151 mmol) were dissolved in ethanol (0.5 mL), and the mixture was stirred at 140° C. for 2 hours under microwave (CEM; Discover, 300 watts) irradiation after adding triethylamine (140 μL, 1.01 mmol). The residue obtained by concentrating the reaction mixture under reduced pressure was purified by silica gel column chromatography, and crystallized from diisopropylether to give the title compound (Compound 25) (17.0 mg, 40%).

Workup

  1. customThe residue obtained
  2. concentrationby concentrating the reaction mixture under reduced pressure
  3. customwas purified by silica gel column chromatography
  4. customcrystallized from diisopropylether

Sources & evidence

ORD record
ord-eb9e00cf25044175afc056bbab7a23dc
Source dataset
uspto-grants-2011_08
Patent number
US07998954B2

Reaction notes

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