Hydrochloric Acid → HCID 71815310, compound

HRID 532690Notes

Reaction equation

HRID 532690 reaction equation
[N:1]1([C:7]2[CH:12]=[CH:11][C:10]([C:13]3[C:17]4[CH2:18][C:19]5[S:20][C:21]([C:24]6[CH:25]=[CH:26][C:27]([NH2:30])=[N:28][CH:29]=6)=[CH:22][C:23]=5[C:16]=4[N:15](COCC[Si](C)(C)C)[N:14]=3)=[CH:9][CH:8]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[ClH:39]>CO>[ClH:39].[N:1]1([C:7]2[CH:8]=[CH:9][C:10]([C:13]3[C:17]4[CH2:18][C:19]5[S:20][C:21]([C:24]6[CH:25]=[CH:26][C:27]([NH2:30])=[N:28][CH:29]=6)=[CH:22][C:23]=5[C:16]=4[NH:15][N:14]=3)=[CH:11][CH:12]=2)[CH2:2][CH2:3][O:4][CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86699252HCID 86699252, compound

Product 1

HCID 71815310HCID 71815310, compoundYield 61.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
100 °C

Procedure

5-[6-(4-Morpholin-4-yl-phenyl)-4-(2-trimethylsilanyl-ethoxymethyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalen-2-yl]-pyridin-2-ylamine (0.44 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-Morpholin-4-yl-phenyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalen-2-yl]-pyridin-2-ylamine hydrochloride (0.24 g, 0.49 mmol) as yellow solid in 61% 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-878aa2d831404d7eb89a729252e627b6
Source dataset
uspto-grants-2014_10
Patent number
US08853207B2

Reaction notes

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