Trifluoroacetic acid → HCID 118598829, compound

HRID 1050416Notes

Reaction equation

HRID 1050416 reaction equation
COC1C=CC(C[O:8][C:9]2[C:14](=[O:15])[N:13]3[C:16]4([CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]4)[NH:17][C:18](=[O:19])[C:12]3=[C:11]([CH3:25])[CH:10]=2)=CC=1.FC(F)(F)C(O)=O>ClCCCl>[OH:8][C:9]1[C:14](=[O:15])[N:13]2[C:16]3([CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]3)[NH:17][C:18](=[O:19])[C:12]2=[C:11]([CH3:25])[CH:10]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 118598862HCID 118598862, compound

Product 1

HCID 118598829HCID 118598829, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Conditions

Temperature
50 °C

Procedure

6′-((4-Methoxybenzyl)oxy)-8′-methyl-2′H-spiro[cyclohexane-1,3′-imidazo[1,5-a]pyridine]-1′,5′-dione (3, 3.3 g, 8.59 mmol) was dissolved in 1,2-dichloroethane (25 mL) and trifluoroacetic acid (10 mL) was added. The reaction mixture was stirred at 50° C. for 2 h. After completion, solvent was evaporated under reduced pressure. Obtained crude was washed with water (50 mL) followed by n-pentane and dried under reduced pressure to afford 6′-hydroxy-8′-methyl-2′H-spiro[cyclohexane-1,3′-imidazo[1,5-a]pyridine]-1′,5′-dione (4) as yellow solid. Yield: 0.85 g, 90%; MS (ESI) m/z 249.07 [M+1]+.

Workup

  1. customAfter completion, solvent was evaporated under reduced pressure
  2. customObtained crude
  3. washwas washed with water (50 mL)
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-ba9ae82293764e2a82e4d27c13c24afc
Source dataset
uspto-grants-2016_07
Patent number
US09382248B2

Reaction notes

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