Diethyl Ether → HCID 57500600, compound

HRID 1393695Notes

Reaction equation

HRID 1393695 reaction equation
[C:1]([C@@H:3]1[CH2:7][CH2:6][CH2:5][N:4]1[C:8](=[O:30])[CH2:9][N:10]([CH2:18][C:19]([N:21]1[CH2:29][C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH2:22]1)=[O:20])C(=O)OC(C)(C)C)#[N:2].Cl.O1CCOCC1.CCOCC>O1CCOCC1>[CH2:22]1[C:23]2[C:28](=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH2:29][N:21]1[C:19](=[O:20])[CH2:18][NH:10][CH2:9][C:8]([N:4]1[CH2:5][CH2:6][CH2:7][C@H:3]1[C:1]#[N:2])=[O:30]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 204431481,4-Dioxane hydrochlorideHCID 86608409t-butyl (S)-[2-(cyanopyrrolidin-1-yl)-2-oxoethyl]-[2-(1,3-dihydrois oindol-2-yl)-2-oxoethyl]carbamate

Product 1

HCID 57500600HCID 57500600, compoundYield 113.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The t-butyl (S)-[2-(cyanopyrrolidin-1-yl)-2-oxoethyl]-[2-(1,3-dihydrois oindol-2-yl)-2-oxoethyl]carbamate (280 mg) obtained above was dissolved in 1,4-dioxane (1.0 ml), and 4 N Hydrochloric acid/1,4-dioxane (1.0 ml) was added thereto and stirred for 30 minutes with ice cooling. Ether was added thereto, and precipitated crystals were collected by filtration and dried under reduced pressure to give a hydrochloride (240 mg, Y.: quant.) of the title compound.

Workup

  1. customprecipitated crystals
  2. filtrationwere collected by filtration
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-7822c17ba6fc4478a4eab3979c6aa6ad
Source dataset
uspto-grants-2008_03
Patent number
US07345180B2

Reaction notes

Loading…