Diisopropyl Ether → HCID 178524395, compound

HRID 2223366Notes

Reaction equation

HRID 2223366 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9]([C:11]2[CH:23]=[CH:22][C:14]([C:15]([O:17]C(C)(C)C)=[O:16])=[CH:13][C:12]=2[NH:24][C:25]([C@H:27]2[CH2:32][CH2:31][C@H:30]([N:33]3[CH2:38][CH2:37][O:36][CH2:35][C:34]3=[O:39])[CH2:29][CH2:28]2)=[O:26])=[O:10])=[N:6][CH:7]=1.Cl.O1CCOCC1.C(OC(C)C)(C)C>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9]([C:11]2[CH:23]=[CH:22][C:14]([C:15]([OH:17])=[O:16])=[CH:13][C:12]=2[NH:24][C:25]([C@H:27]2[CH2:32][CH2:31][C@H:30]([N:33]3[CH2:38][CH2:37][O:36][CH2:35][C:34]3=[O:39])[CH2:29][CH2:28]2)=[O:26])=[O:10])=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 7914Diisopropyl EtherHCID 204431481,4-Dioxane hydrochlorideHCID 178450694HCID 178450694, compound

Product 1

HCID 178524395HCID 178524395, compoundYield 106.3%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

t-Butyl 4-{[(5-chloropyridin-2-yl)amino]carbonyl}-3-({[trans-4-(3-oxomorpholin-4-yl)cyclohexyl]carbonyl}amino)-benzoate (293 mg) obtained in Example 2 is dissolved in chloroform (10 ml), and thereto is added 4N hydrogen chloride-dioxane solution (10 ml) followed by stirring at room temperature for 3 days. To the reaction solution is poured diisopropyl ether, and the solid precipitates are collected by filtration to give the title compound (280 mg). ESI-MS M/Z: 499/501[M−H]−

Workup

  1. customthe solid precipitates
  2. filtrationare collected by filtration

Sources & evidence

ORD record
ord-0840abd417f0423b92fb9d92e7d649b1
Source dataset
uspto-grants-2008_05
Patent number
US07375119B2

Reaction notes

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