Hydrochloric Acid → HCID 16659952, compound

HRID 1360636Notes

Reaction equation

HRID 1360636 reaction equation
[ClH:1].[CH2:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5][CH2:4][N:3]1[S:12]([CH2:15][CH:16]([N:23]([OH:26])[CH:24]=[O:25])[C:17]1[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=1)(=[O:14])=[O:13]>O1CCOCC1>[ClH:1].[CH2:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5][CH2:4][N:3]1[S:12]([CH2:15][CH:16]([N:23]([OH:26])[CH:24]=[O:25])[C:17]1[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=1)(=[O:13])=[O:14]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 16659951HCID 16659951, compound

Product 1

HCID 16659952HCID 16659952, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

An excess of a solution of HCl (4N in 1,4-dioxane) was added to a solution of N-[2-(3,4-dihydroisoquinolin-2(1H)-ylsulfonyl)-1-pyridin-3-ylethyl]-N-hydroxyformamide (55 mg, 80% purity) in 1,4-dioxane. A solid precipitated out. The supernatant was removed by decantation, then the solid was washed by decantation with Et2O (2×) and dried under reduced pressure to give the title compound (11) as an off-white powder (25 mg, 40% yield). HPLC, Rt: 1.9 min (purity: 83.0%). LC/MS, M+(ESI): 362.3, M−(ESI): 360.3.

Workup

  1. customA solid precipitated out
  2. customThe supernatant was removed by decantation
  3. washthe solid was washed by decantation with Et2O (2×)
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-2ed76bbd634944e9b13959875d954fe8
Source dataset
uspto-grants-2011_02
Patent number
US07879876B2

Reaction notes

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