Hydrochloric Acid → HCID 57826814, compound

HRID 1845367Notes

Reaction equation

HRID 1845367 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-17f3288b8bb44420a40338c664c2a5c2
Source dataset
uspto-grants-2015_02
Patent number
US08946278B2

Reaction notes

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