Hydrochloric Acid → HCID 86699212, compound

HRID 532593Notes

Reaction equation

HRID 532593 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]3[C:19]4[CH2:20][C:21]5[S:22][CH:23]=[CH:24][C:25]=5[C:18]=4[N:17](COCC[Si](C)(C)C)[N:16]=3)=[CH:11][CH:10]=2)[CH:5]=[CH:6][CH:7]=1.Cl>CO>[S:22]1[CH:23]=[CH:24][C:25]2[C:18]3[NH:17][N:16]=[C:15]([C:12]4[CH:11]=[CH:10][C:9]([NH:8][C:4]5[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[CH:3]=5)=[CH:14][CH:13]=4)[C:19]=3[CH2:20][C:21]1=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86699211HCID 86699211, compound

Product 1

HCID 86699212HCID 86699212, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
100 °C

Procedure

(3-Fluoro-phenyl)-{4-[4-(2-trimethylsilanyl-ethoxymethyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalen-6-yl]-phenyl}-amine (0.24 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]-(3-fluoro-phenyl)-amine (0.14 g, 0.40 mmol) as yellow solid in 79% 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-7f85d00d9b80400dab7a400425084982
Source dataset
uspto-grants-2014_10
Patent number
US08853207B2

Reaction notes

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