Hydroxyamine hydrochloride → HCID 178521522, compound

HRID 1241909Notes

Reaction equation

HRID 1241909 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:33]=[CH:34][C:35]=1[Cl:36])[CH2:5][N:6]1[CH2:11][CH2:10][CH:9]([NH:12][C:13](=[O:32])[CH2:14][S:15][C:16]2[S:17][CH:18]=[C:19]([C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([N:27]=[CH:28][N:29](C)C)[CH:22]=3)[N:20]=2)[CH2:8][CH2:7]1.Cl.[OH:38]N>CO>[Cl:1][C:2]1[CH:3]=[C:4]([CH:33]=[CH:34][C:35]=1[Cl:36])[CH2:5][N:6]1[CH2:11][CH2:10][CH:9]([NH:12][C:13](=[O:32])[CH2:14][S:15][C:16]2[S:17][CH:18]=[C:19]([C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([NH:27][CH:28]=[N:29][OH:38])[CH:22]=3)[N:20]=2)[CH2:8][CH2:7]1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 21937012HCID 21937012, compound

Product 1

HCID 178521522HCID 178521522, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The product (100 mg) of Example 173 was dissolved in methanol (10 mL), and hydroxyamine hydrochloride (15 mg) was added to the solution. The mixture was stirred for 30 hrs. The solvent was evaporated under reduced pressure, and the obtained residue was extracted with chloroform, then washed with saturated brine, and dried. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (chloroform:methanol=100:1–20:1) to give the title compound (90 mg) as a white amorphous solid.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. extractionthe obtained residue was extracted with chloroform
  3. washwashed with saturated brine
  4. customdried
  5. customThe solvent was evaporated under reduced pressure
  6. customthe obtained residue was purified by silica gel column chromatography (chloroform:methanol=100:1–20:1)

Sources & evidence

ORD record
ord-b805440ec856455f839027e6e63b12a4
Source dataset
uspto-grants-2006_10
Patent number
US07115635B2

Reaction notes

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