Hydrochloric Acid → HCID 13747366, compound

HRID 1941767Notes

Reaction equation

HRID 1941767 reaction equation
[OH:1][CH2:2][C:3]([NH:6]/[CH:7]=[C:8](/[C:14](=[O:25])[C:15]1[CH:20]=[C:19](F)[C:18]([F:22])=[C:17]([F:23])[C:16]=1F)\[C:9]([O:11]CC)=[O:10])([CH3:5])[CH3:4].[OH-].[K+].Cl>C1COCC1>[F:23][C:17]1[CH:16]=[C:15]2[C:20]3=[C:19]([O:1][CH2:2][C:3]([CH3:5])([CH3:4])[N:6]3[CH:7]=[C:8]([C:9]([OH:11])=[O:10])[C:14]2=[O:25])[C:18]=1[F:22]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium Hydroxide2×HCID 178472003HCID 178472003, compound

Product 1

HCID 13747366HCID 13747366, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
85 °C

Procedure

To a solution of 7 (11.2 g, 30.8 mmol) in THF (45 mL), crushed pellets of KOH (4.32 g, 77 mmol) were added under ice-cooling. After 1.5 h, 50 mL of 10% aqueous KOH were added and the reaction mixture was heated up slowly to 85° C. and stirred for another 2 hours. The reaction mixture was acidified with 1 N HCl to pH 4. The white precipitate was collected by filtration to give 8, which was used without further purification in the next step (7.5 g, 83% yield).

Workup

  1. additionwere added under ice-
  2. temperaturecooling
  3. filtrationThe white precipitate was collected by filtration
  4. customto give 8, which
  5. customwas used without further purification in the next step (7.5 g, 83% yield)

Sources & evidence

ORD record
ord-fefbc823262b41de8f8652e370192bd7
Source dataset
uspto-grants-2013_03
Patent number
US08389514B2

Reaction notes

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