Hydrochloric Acid → HCID 57826814, compound

HRID 2391963Notes

Reaction equation

HRID 2391963 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-e97b8a4bddd747e3a05f07e2941b742e
Source dataset
uspto-grants-2012_09
Patent number
US08273782B2

Reaction notes

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