Water → HCID 67086659, compound

HRID 243880Notes

Reaction equation

HRID 243880 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#N)=[C:4]([C:10]2[N:15]=[CH:14][CH:13]=[CH:12][N:11]=2)[CH:3]=1.[OH:16]S(O)(=O)=O.[OH2:21]>>[F:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]([OH:16])=[O:21])=[C:4]([C:10]2[N:15]=[CH:14][CH:13]=[CH:12][N:11]=2)[CH:3]=1

Participants

4

Reactant 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 67116135HCID 67116135, compound

Product 1

HCID 67086659HCID 67086659, compound

Conditions

Temperature
100 °C

Procedure

4-Fluoro-2-(pyrimidin-2-yl)benzonitrile (85 mg, 0.4 mmol) was hydrolyzed to the acid in water (1 mL) by addition of 18 M H2SO4 (1 mL). The reaction was heated at 100° C. for 10 min, then cooled to 23° C., and extracted with EtOAc (3×5 mL). The combined organics were dried (Na2SO4) and concentrated under reduced pressure. This material was used crude in subsequent reactions.

Workup

  1. temperaturecooled to 23° C.
  2. extractionextracted with EtOAc (3×5 mL)
  3. dry with materialThe combined organics were dried (Na2SO4)
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-22afc77c782e43f58001ba3f50e77d00
Source dataset
uspto-grants-2014_02
Patent number
US08653263B2

Reaction notes

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