Hydrochloride methanol → 2-(1-(2-Hydroxyethyl)-2,6-dioxopiperidin-3-yl)isoindolin-1,3-dione 2-(diethylamino)acetate hydrochloride

HRID 1525814Notes

Reaction equation

HRID 1525814 reaction equation
[CH2:1]([N:3]([CH2:8][CH3:9])[CH2:4][C:5]([OH:7])=[O:6])[CH3:2].[OH:10][CH2:11][CH2:12][N:13]1[C:18](=[O:19])[CH2:17][CH2:16][CH:15]([N:20]2[C:28](=[O:29])[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[C:21]2=[O:30])[C:14]1=[O:31].[ClH:32].CO>C(Cl)Cl>[ClH:32].[CH2:1]([N:3]([CH2:8][CH3:9])[CH2:4][C:5]([OH:7])=[O:6])[CH3:2].[OH:10][CH2:11][CH2:12][N:13]1[C:18](=[O:19])[CH2:17][CH2:16][CH:15]([N:20]2[C:21](=[O:30])[C:22]3[C:27](=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:28]2=[O:29])[C:14]1=[O:31]

Participants

4

Reactant 2

HCID 21893726Hydrochloride methanolHCID 692485852-(1-(2-Hydroxyethyl)-2,6-dioxopiperidin-3-yl)isoindolin-1,3-dione 2-(diethylamino)acetate

Product 1

HCID 692459092-(1-(2-Hydroxyethyl)-2,6-dioxopiperidin-3-yl)isoindolin-1,3-dione 2-(diethylamino)acetate hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The compound obtained from example 9 (76 mg) was dissolved in DCM (10 mL), and 15% HCl/methanol solution (10 mL) was added dropwise. The solvent was removed by rotary evaporation in vacuo to afford white solid (80 mg). Solubility of this compound in water was higher than 100 mg/mL.

Workup

  1. customThe solvent was removed by rotary evaporation in vacuo

Sources & evidence

ORD record
ord-7a028a4405a24593b8af150839450088
Source dataset
uspto-grants-2015_07
Patent number
US09085563B2

Reaction notes

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