Diethyl Ether → HCID 22482064, compound

HRID 2182156Notes

Reaction equation

HRID 2182156 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[N:18][C:17]([Br:20])=[C:16]([O:21][CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([Cl:29])[CH:24]=3)[N:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[CH3:30][S:31]([OH:34])(=[O:33])=[O:32].CCOCC>O1CCOCC1>[CH3:30][S:31]([OH:34])(=[O:33])=[O:32].[Br:20][C:17]1[N:18]=[CH:19][C:14]([N:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[N:15][C:16]=1[O:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([Cl:29])[CH:24]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 6395Methanesulfonic AcidHCID 86588635HCID 86588635, compound

Product 1

HCID 22482064HCID 22482064, compoundYield 104.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 5′-bromo-6′-(3-chloro-benzyloxy)-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl-4-carboxylic acid tert-butyl ester I-3j (25 mg, 0.052 mmol) in 1,4-dioxane (0.5 ml) was treated with methanesulfonic acid (6.7 μl, 0.104 mmol) was stirred at room temperature for 16 h. The mixture was treated with ether to afford a precipitate. The supernatant was removed. The residue was treated with ether. The supernatant was again removed to provide a solid (26 mg, 87%).

Workup

  1. customto afford a precipitate
  2. customThe supernatant was removed
  3. additionThe residue was treated with ether
  4. customThe supernatant was again removed

Sources & evidence

ORD record
ord-7996314643c04b8b96257aeeb0e18159
Source dataset
uspto-grants-2005_05
Patent number
US06894050B2

Reaction notes

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