Hydrochloric Acid → HCID 67194381, compound

HRID 1618106Notes

Reaction equation

HRID 1618106 reaction equation
[C:1]([C:3]1[CH:11]=[C:10]([F:12])[CH:9]=[C:8]2[C:4]=1[C:5](=[O:27])[N:6]([CH:14]1[CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16][CH2:15]1)[CH:7]2[CH3:13])#[N:2].O1CCOCC1.[ClH:34]>>[ClH:34].[F:12][C:10]1[CH:11]=[C:3]([C:1]#[N:2])[C:4]2[C:5](=[O:27])[N:6]([CH:14]3[CH2:15][CH2:16][NH:17][CH2:18][CH2:19]3)[CH:7]([CH3:13])[C:8]=2[CH:9]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 67196582HCID 67196582, compound

Product 1

HCID 67194381HCID 67194381, compoundYield 95%

Procedure

A solution of tert-butyl 4-(4-cyano-6-fluoro-1-methyl-3-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-1-carboxylate (2.7 g, 7.5 mmol) in 4M hydrochloric acid in dioxane (18 mL, 75 mmol) was stirred at 50° C. for 2 hours until HPLC analysis revealed the disappearance of the starting material. The solvent was removed under reduce pressure and the product was dissolved in diethyl ether and decanted to obtain the title compound (2.09 g, 95%) as its corresponding hydrochloride.

Workup

  1. customThe solvent was removed
  2. dissolutionthe product was dissolved in diethyl ether
  3. customdecanted

Sources & evidence

ORD record
ord-3b8ef8363c6c43aab9eecd7870279408
Source dataset
uspto-grants-2014_07
Patent number
US08765972B2

Reaction notes

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