Hydrochloric Acid → HCID 71815378, compound

HRID 532693Notes

Reaction equation

HRID 532693 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][C:22]([C:25]6[CH:26]=[CH:27][C:28]([NH2:31])=[N:29][CH:30]=6)=[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.[ClH:40]>CO>[ClH:40].[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][C:22]([C:25]6[CH:26]=[CH:27][C:28]([NH2:31])=[N:29][CH:30]=6)=[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 86699254HCID 86699254, compound

Product 1

HCID 71815378HCID 71815378, compoundYield 49%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
100 °C

Procedure

5-[6-[4-(4-Methyl-piperazin-1-yl)-phenyl]-4-(2-trimethylsilanyl-ethoxymethyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalen-2-yl]-pyridin-2-ylamine (0.45 g, 0.8 mmol) was dissolved in MeOH and treated with concentrated HCl (0.25 mL, 8 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 5-{6-[4-(4-Methyl-piperazin-1-yl)-phenyl]-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalen-2-yl}-pyridin-2-ylamine hydrochloride (0.18 g, 0.39 mmol) as yellow solid in 49% 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-0728e0b986ec4160a7da48dfbd901d65
Source dataset
uspto-grants-2014_10
Patent number
US08853207B2

Reaction notes

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