Hydrochloric Acid → 2-(2-Phenylpyrazolo[1,5-a]pyridin-3-yl)acetic acid

HRID 703962Notes

Reaction equation

HRID 703962 reaction equation
O1CCN([C:7](=S)[CH2:8][C:9]2[C:10]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[N:11][N:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=23)CC1.[OH-:25].[K+].Cl.[OH2:28]>>[C:18]1([C:10]2[C:9]([CH2:8][C:7]([OH:28])=[O:25])=[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][N:12]3[N:11]=2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14797Potassium HydroxideHCID 151581693-(2-Morpholino-2-thioxoethyl)-2-phenylpyrazolo[1,5-a]pyridine

Product 1

HCID 151581702-(2-Phenylpyrazolo[1,5-a]pyridin-3-yl)acetic acid

Procedure

A mixture of 3-(2-morpholino-2-thioxoethyl)-2-phenylpyrazolo[1,5-a]pyridine (5.50 g), potassium hydroxide (85%, 6.45 g) and water (44 ml) was refluxed for 14 hours. After cooling, the reaction mixture was poured onto ice (110 g) and acidified with 6N-hydrochloric acid (pH ≈2) and the resulting precipitates were collected to give 2-(2-phenylpyrazolo[1,5-a]pyridin-3-yl)acetic acid (4.20 g).

Workup

  1. temperaturewas refluxed for 14 hours
  2. temperatureAfter cooling
  3. additionthe reaction mixture was poured onto ice (110 g)
  4. customthe resulting precipitates
  5. customwere collected

Sources & evidence

ORD record
ord-eac9c6936e13493ebca551e3ae5027e5
Source dataset
uspto-grants-1991_01
Patent number
US04985444

Reaction notes

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