Hydrochloric Acid → HCID 71536643, compound

HRID 2175150Notes

Reaction equation

HRID 2175150 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:9]=[N:10][C:11]3[C:16]([CH:17]=2)=[CH:15][C:14]([S:18][C:19]2[N:23]4[CH:24]=[C:25]([C:28](=O)[CH3:29])[CH:26]=[CH:27][C:22]4=[N:21][N:20]=2)=[CH:13][CH:12]=3)[CH2:4][CH2:3]1.[NH2:31][O:32][CH2:33][CH2:34][OH:35].Cl>CO>[OH:35][CH2:34][CH2:33][O:32]/[N:31]=[C:28](/[C:25]1[CH:26]=[CH:27][C:22]2[N:23]([C:19]([S:18][C:14]3[CH:15]=[C:16]4[C:11](=[CH:12][CH:13]=3)[N:10]=[CH:9][C:8]([N:5]3[CH2:6][CH2:7][CH:2]([OH:1])[CH2:3][CH2:4]3)=[CH:17]4)=[N:20][N:21]=2)[CH:24]=1)\[CH3:29]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3014186Ethanol, 2-(aminooxy)-HCID 86696272HCID 86696272, compound

Product 1

HCID 71536643HCID 71536643, compoundYield 72.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To the solution of (76.3) (30 mg, 0.072 mmol) and 2-(aminooxy)ethanol (6.06 mg, 0.079 mmol) in MeOH (3 ml) was added a drop of 2 N HCl, sealed the tube and stirred at 50° C. for overnight. The solvent was evaporated under reduced pressure to give crude desired product as orange oil which was purified by chromatography and eluent with DCM/MeOH (30:1-20:1) to obtained pure desired product as yellow solid (25 mg, 69.4%).

Workup

  1. customsealed the tube
  2. customThe solvent was evaporated under reduced pressure
  3. customto give crude desired product as orange oil which
  4. customwas purified by chromatography and eluent with DCM/MeOH (30:1-20:1)

Sources & evidence

ORD record
ord-9a5bdbb2052d48a6a783c47458bf42a0
Source dataset
uspto-grants-2015_06
Patent number
US09062045B2

Reaction notes

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