Methanesulfonic Acid → HCID 118598606, compound

HRID 1050414Notes

Reaction equation

HRID 1050414 reaction equation
COC1C=CC(C[S: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.CS(O)(=O)=O>C(Cl)(Cl)Cl>[SH: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 6395Methanesulfonic AcidHCID 118598780HCID 118598780, compound

Product 1

HCID 118598606HCID 118598606, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
50 °C

Procedure

6′-((4-Methoxybenzyl)thio)-8′-methyl-2′H-spiro[cyclohexane-1,3′-imidazo[1,5-c]pyridine]-1′,5′-dione (3, 3.3 g, 8.59 mmol) was dissolved in chloroform (20 mL) and methanesulfonic acid (10 mL) was added. The reaction mixture was stirred at 50° C. for 16 h. After completion, solvent was evaporated under reduced pressure. Obtained crude was washed with water (50 mL) followed by ethyl acetate and then dried under reduced pressure to afford 6′-mercapto-8′-methyl-2′H-spiro[cyclohexane-1,3′-imidazo[1,5-a]pyridine]-1′,5′-dione as grey solid. Yield: 1.3 g, 59%; MS (ESI) m/z 265.6 [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-39aadc5108d14d31abed4c5ee85c248a
Source dataset
uspto-grants-2016_07
Patent number
US09382248B2

Reaction notes

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