Hydrochloric Acid → HCID 57826814, compound

HRID 1960996Notes

Reaction equation

HRID 1960996 reaction equation
CC([N:5]([C@@H:9]([CH2:22][C:23]1[CH:24]=[N:25][CH:26]=[CH:27][CH:28]=1)[CH2:10][N:11]1[C:19](=[O:20])[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]1=[O:21])C(=O)[O-])(C)C.Cl>C(Cl)Cl.O1CCOCC1>[NH2:5][C@@H:9]([CH2:22][C:23]1[CH:24]=[N:25][CH:26]=[CH:27][CH:28]=1)[CH2:10][N:11]1[C:12](=[O:21])[C:13]2[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:19]1=[O:20]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86633544HCID 86633544, compound

Product 1

HCID 57826814HCID 57826814, compoundYield 68.4%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 1,1-dimethylethyl[(1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-(3-pyridinylmethyl)ethyl]carbamate (796.7 mg, 2.1 mmol) in DCM (10 mL) at RT was added 1M HCl in dioxane (10 mL). After 20 h, the solution was concentrated affording the title compound (404 mg, 68%) as the HCl salt: LCMS (ES) m/z 282 (M+H)+.

Workup

  1. concentrationthe solution was concentrated

Sources & evidence

ORD record
ord-5254089d24ec4dbfad2a846fe9428323
Source dataset
uspto-grants-2013_04
Patent number
US08410158B2

Reaction notes

Loading…