1,4-Dioxane hydrochloride → HCID 67398425, compound

HRID 914420Notes

Reaction equation

HRID 914420 reaction equation
C([O:5][C:6](=[O:19])[C:7]([S:10][C:11]1[S:12][CH:13]=[C:14]([CH2:16][CH2:17][NH2:18])[N:15]=1)([CH3:9])[CH3:8])(C)(C)C.[Br:20][C:21]1[CH:22]=[N:23][C:24]([Cl:29])=[C:25]([CH:28]=1)[C:26]#[N:27].Cl.O1[CH2:36][CH2:35]OCC1>O1CCOCC1>[ClH:29].[Br:20][C:21]1[CH:28]=[C:25]([C:26]#[N:27])[C:24]([N:18]([CH2:22][CH2:21][CH2:28][CH2:25][CH2:24][CH2:35][CH3:36])[CH2:17][CH2:16][C:14]2[N:15]=[C:11]([S:10][C:7]([CH3:8])([CH3:9])[C:6]([OH:5])=[O:19])[S:12][CH:13]=2)=[N:23][CH:22]=1

Participants

5

Reactant 3

HCID 204431481,4-Dioxane hydrochlorideHCID 219482695-Bromo-2-chloronicotinonitrileHCID 597594492-{[4-(2-Aminoethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester

Product 1

HCID 67398425HCID 67398425, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A compound obtained by using, as starting materials, 2-{[4-(2-aminoethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester synthesized in Example 7 and 5-bromo-2-chloronicotinonitrile synthesized in reference to patent reference [WO0224694] and the like, and by operations similar to those of Example 265-1 and Example 265-2, was dissolved in dioxane, an excess amount of 4 mol/L hydrochloric acid-dioxane was added, and the mixture was stirred at room temperature for 12 hr. The reaction mixture was concentrated under reduced pressure, azeotroped with diethyl ether, and the precipitated solid was collected by filtration to give the title compound as a white solid.

Workup

  1. customA compound obtained
  2. customsynthesized in reference to patent reference [WO0224694]
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. customazeotroped with diethyl ether
  5. filtrationthe precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-4b9fa39c1e9d444297bc89999c2881e3
Source dataset
uspto-grants-2011_09
Patent number
US08026370B2

Reaction notes

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