Hydrochloric Acid → HCID 86699226, compound

HRID 532627Notes

Reaction equation

HRID 532627 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([NH:7][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)=[CH:3][CH:2]=1.[ClH:33]>CO>[ClH:33].[S:21]1[CH:22]=[CH:23][C:24]2[C:17]3[NH:16][N:15]=[C:14]([C:11]4[CH:10]=[CH:9][C:8]([NH:7][C:4]5[CH:3]=[CH:2][N:1]=[CH:6][CH:5]=5)=[CH:13][CH:12]=4)[C:18]=3[CH2:19][C:20]1=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86699225HCID 86699225, compound

Product 1

HCID 86699226HCID 86699226, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
100 °C

Procedure

Pyridin-4-yl-{4-[4-(2-trimethylsilanyl-ethoxymethyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalen-6-yl]-phenyl}-amine (0.23 g, 0.5 mmol) was dissolved in MeOH and treated with concentrated HCl (0.16 mL, 5 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 [4-(4,7-Dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalen-6-yl)-phenyl]-pyridin-4-yl-amine hydrochloride (0.13 g, 0.36 mmol) as yellow solid in 71% 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-7476102c43024f6d8438d8a4e82f726c
Source dataset
uspto-grants-2014_10
Patent number
US08853207B2

Reaction notes

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