1,4-Dioxane hydrochloride → HCID 57826645, compound

HRID 2391962Notes

Reaction equation

HRID 2391962 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[CH2:9][C@H:10]([NH:23]C(=O)OC(C)(C)C)[CH2:11][N:12]1[C:20](=[O:21])[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13]1=[O:22].Cl.O1CCOCC1>C(Cl)(Cl)Cl.CO>[NH2:23][C@@H:10]([CH2:9][C:3]1[C:2]([F:1])=[CH:7][CH:6]=[CH:5][C:4]=1[F:8])[CH2:11][N:12]1[C:13](=[O:22])[C:14]2[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:20]1=[O:21]

Participants

5

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 57826903HCID 57826903, compound

Product 1

HCID 57826645HCID 57826645, compoundYield 118.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6212ChloroformSolvent

Procedure

In a 200 mL round-bottomed flask was added 1,1-dimethylethyl {(1S)-2-(2,6-difluorophenyl)-1-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]ethyl}carbamate (2.72 g, 6.40 mmol) in Chloroform (75 ml) and Methanol (10 ml). HCl/1,4-Dioxane (40.0 ml, 160 mmol) was added and the mixture stirred overnight. The solvents were removed affording the title compound (2.4 g, quant.) as the HCl salt: LC-MS (ES) m/z=317 (M+H)+.

Workup

  1. customThe solvents were removed

Sources & evidence

ORD record
ord-d2223bbd349c4f839260c2b5ee407468
Source dataset
uspto-grants-2012_09
Patent number
US08273782B2

Reaction notes

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