Hydrochloric Acid → HCID 71815306, compound

HRID 532680Notes

Reaction equation

HRID 532680 reaction equation
[N:1]1([C:6]2[CH:11]=[CH:10][C:9]([C:12]3[C:16]4[CH2:17][C:18]5[S:19][CH:20]=[CH:21][C:22]=5[C:15]=4[N:14](COCC[Si](C)(C)C)[N:13]=3)=[CH:8][CH:7]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl>CO>[N:1]1([C:6]2[CH:7]=[CH:8][C:9]([C:12]3[C:16]4[CH2:17][C:18]5[S:19][CH:20]=[CH:21][C:22]=5[C:15]=4[NH:14][N:13]=3)=[CH:10][CH:11]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86699248HCID 86699248, compound

Product 1

HCID 71815306HCID 71815306, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
100 °C

Procedure

6-(4-Pyrrolidin-1-yl-phenyl)-4-(2-trimethylsilanyl-ethoxymethyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene (1.7 g, 0.38 mmol) was dissolved in MeOH and treated with concentrated HCl (0.12 mL, 3.8 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 6-(4-Pyrrolidin-1-yl-phenyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene (0.1 g, 0.3 mmol) as brown solid in 85% 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-3e148b25bd7143058390ca0d3a4bb671
Source dataset
uspto-grants-2014_10
Patent number
US08853207B2

Reaction notes

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