Hydrochloric Acid → HCID 71536919, compound

HRID 2175153Notes

Reaction equation

HRID 2175153 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:8]=[N:9][C:10]3[C:15]([CH:16]=2)=[CH:14][C:13]([S:17][C:18]2[N:22]4[CH:23]=[C:24]([C:27](=O)[CH3:28])[CH:25]=[CH:26][C:21]4=[N:20][N:19]=2)=[CH:12][CH:11]=3)[CH2:3][CH2:2]1.Cl.[NH2:31][OH:32].Cl>CCO>[O:1]1[CH2:2][CH2:3][N:4]([C:7]2[CH:8]=[N:9][C:10]3[C:15]([CH:16]=2)=[CH:14][C:13]([S:17][C:18]2[N:22]4[CH:23]=[C:24](/[C:27](=[N:31]/[OH:32])/[CH3:28])[CH:25]=[CH:26][C:21]4=[N:20][N:19]=2)=[CH:12][CH:11]=3)[CH2:5][CH2:6]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 443297Hydroxyamine hydrochlorideHCID 86696276HCID 86696276, compound

Product 1

HCID 71536919HCID 71536919, compoundYield 64.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of (77.3) (10 mg, 0.025 mmol) and hydroxylamine hydrochloride (6.86 mg, 0.099 mmol) in EtOH (5 ml) was added 0.01 ml of HCl (2 N) and the mixture was stirred in a sealed tube at 80° C. overnight. The mixture was evaporated to dryness and dissolved in H2O again, which was neutralized immediately by NaHCO3 until pH reached about 9. The resulted precipitate was filtered quickly. The precipitate was dissolved in DCM/MeOH (10/1) and washed again by water. The organic phase was dried over Na2SO4, filtered and evaporated to give the title compound (6.8 mg, yield 60.1%).

Workup

  1. customThe mixture was evaporated to dryness
  2. dissolutiondissolved in H2O again
  3. filtrationThe resulted precipitate was filtered quickly
  4. dissolutionThe precipitate was dissolved in DCM/MeOH (10/1)
  5. washwashed again by water
  6. dry with materialThe organic phase was dried over Na2SO4
  7. filtrationfiltered
  8. customevaporated

Sources & evidence

ORD record
ord-0a42f96d479041dda8a2cd403f4bc62e
Source dataset
uspto-grants-2015_06
Patent number
US09062045B2

Reaction notes

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