Hydrochloric Acid → HCID 71815238, compound

HRID 532670Notes

Reaction equation

HRID 532670 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[C:18]4[CH2:19][C:20]5[S:21][CH:22]=[CH:23][C:24]=5[C:17]=4[N:16](COCC[Si](C)(C)C)[N:15]=3)=[CH:10][CH:9]=2)[CH2:4][CH2:3]1.Cl>CO>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:9]=[CH:10][C:11]([C:14]3[C:18]4[CH2:19][C:20]5[S:21][CH:22]=[CH:23][C:24]=5[C:17]=4[NH:16][N:15]=3)=[CH:12][CH:13]=2)[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86699244HCID 86699244, compound

Product 1

HCID 71815238HCID 71815238, compoundYield 74.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
100 °C

Procedure

6-[4-(4-Methyl-piperazin-1-yl)-phenyl]-4-(2-trimethylsilanyl-ethoxymethyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene (0.22 g, 0.47 mmol) was dissolved in MeOH and treated with concentrated HCl (0.14 mL, 4.7 mmol). The reaction mixture was heated at 100° C. for 4 hr. The solution was cooled to room temperature and the resultant precipitate was filtered, washed with MeOH and concentrated under reduced pressure to provide the corresponding 6-[4-(4-Methyl-piperazin-1-yl)-phenyl]-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene (0.1 g, 0.35 mmol) as brown solid in 74% yield.

Workup

  1. temperatureThe solution was cooled to room temperature
  2. filtrationthe resultant precipitate was filtered
  3. washwashed with MeOH
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-da094b262cde4fd08547bb0cdfe411f5
Source dataset
uspto-grants-2014_10
Patent number
US08853207B2

Reaction notes

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