Hydrochloric Acid → HCID 18958949, compound

HRID 1708562Notes

Reaction equation

HRID 1708562 reaction equation
[C:1]([CH:3]1[CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([N:12]3[C:20]4[CH:19]=[CH:18][N:17]=[CH:16][C:15]=4[N:14]=[C:13]3[CH3:21])[CH:9]=2)[CH2:4]1)#N.[OH-:22].[Na+].Cl.C[OH:26]>>[CH3:21][C:13]1[N:12]([C:8]2[CH:9]=[C:10]3[C:5](=[CH:6][CH:7]=2)[CH2:4][CH:3]([C:1]([OH:26])=[O:22])[CH2:11]3)[C:20]2[CH:19]=[CH:18][N:17]=[CH:16][C:15]=2[N:14]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 18958952HCID 18958952, compound

Product 1

HCID 18958949HCID 18958949, compound

Procedure

A mixture of 2-cyano-5-(2-methylimidazo[4,5-c]pyrid-1-yl)indane (739 mg, 2.70 mmol), 50% aqueous sodium hydroxide (1 ml) and methanol (6 ml) was heated at reflux under nitrogen for 9 hours, cooled, poured onto ice, and the pH of the solution was adjusted to pH 5 by the addition of 2M hydrochloric acid. The resulting precipitate was collected by filtration and dried under vacuum to give the title compound, (426 mg; 54%) as a colourless solid, m.p. 264°-267° C. Found: C,68.9; H,5.1; N,14.1. C17H15N3O2. 0.2 H2O requires C,68.8; H,5.2; N,14.1%.

Workup

  1. temperaturewas heated
  2. temperatureat reflux under nitrogen for 9 hours
  3. temperaturecooled
  4. additionpoured onto ice
  5. filtrationThe resulting precipitate was collected by filtration
  6. customdried under vacuum

Sources & evidence

ORD record
ord-ad95fe9a6dd64c21b87d8b4bdde109f0
Source dataset
uspto-grants-1994_10
Patent number
US05358953

Reaction notes

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