Hydrochloric Acid → HCID 178517428, compound

HRID 1262444Notes

Reaction equation

HRID 1262444 reaction equation
[OH-:1].[Na+].CS([C:7]1[N:12]=[CH:11][C:10]2=[CH:13][CH:14]=[C:15]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=3)[N:9]2[N:8]=1)(=O)=O.Cl>>[N:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[C:15]1[N:9]2[C:10]([CH:11]=[N:12][C:7]([OH:1])=[N:8]2)=[CH:13][CH:14]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 667126642-Methanesulfonyl-7-pyridin-2-yl-pyrrolo[2,1-f][1,2,4]triazine

Product 1

HCID 178517428HCID 178517428, compoundYield 66%

Conditions

Temperature
80 °C

Procedure

5M NaOH (2 mL, 10 mmol) was added to 2-Methanesulfonyl-7-pyridin-2-yl-pyrrolo[2,1-f][1,2,4]triazine and the reaction was stirred and heated at 80° C. overnight. The reaction was let cool to room temperature and HCl was then added dropwise to the reaction mixture to precipitate the product (pH 1), which was filtered immediately and washed with water and left on vacuum overnight to give 7-Pyridin-2-yl-pyrrolo[2,1-f][1,2,4]triazin-2-ol (100 mg, 66% over two steps). 1H-NMR (DMSO-d6): 11.89 (s, 1H), 9.05 (s, 1H), 8.83 (d, 1H, J=7.91 Hz), 8.69 (d, 1H, J=4.74 Hz), 7.96 (t, 1H, J=7.69 Hz), 7.53 (d, 1H, J=4.86 Hz), 7.35 (t, 1H, J=4.86 Hz), 7.04 (d, 1H, J=4.86 Hz).

Workup

  1. temperatureThe reaction was let cool to room temperature
  2. customto precipitate the product (pH 1), which
  3. filtrationwas filtered immediately
  4. washwashed with water

Sources & evidence

ORD record
ord-7b5e13fd9a33450eb49f2245258ac9f3
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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