Hydrochloric Acid → HCID 71815168, compound

HRID 532649Notes

Reaction equation

HRID 532649 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:9]2[S:10][C:11]3[CH2:12][C:13]4[C:19]([C:20]5[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=5)=[N:18][N:17](COCC[Si](C)(C)C)[C:14]=4[C:15]=3[CH:16]=2)[CH:5]=[CH:6][C:7]=1[F:8].Cl>CO>[F:1][C:2]1[CH:3]=[C:4]([C:9]2[S:10][C:11]3[CH2:12][C:13]4[C:19]([C:20]5[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=5)=[N:18][NH:17][C:14]=4[C:15]=3[CH:16]=2)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86699236HCID 86699236, compound

Product 1

HCID 71815168HCID 71815168, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
100 °C

Procedure

2-(3,4-Difluoro-phenyl)-6-(4-methoxy-phenyl)-4-(2-trimethylsilanyl-ethoxymethyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene (0.11 g, 0.2 mmol) was dissolved in MeOH and treated with concentrated HCl (0.07 mL, 0.2 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 2-(3,4-Difluoro-phenyl)-6-(4-methoxy-phenyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene (0.08 g, 0.2 mmol) as brown solid in 95% 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-5eeef2d5e3ae43d18d1ca78bf30d1ad6
Source dataset
uspto-grants-2014_10
Patent number
US08853207B2

Reaction notes

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