Hydrochloric Acid → HCID 67463201, compound

HRID 1619951Notes

Reaction equation

HRID 1619951 reaction equation
[CH2:1]([CH:3]1[C:8]([C:9]2[CH:24]=[CH:23][C:12]3[N:13]=[C:14]([C:16]4[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][CH:17]=4)[O:15][C:11]=3[CH:10]=2)=[N:7][NH:6][C:5](=[O:25])[CH2:4]1)[CH3:2].Cl[CH2:27][CH:28]([N:30]1[CH2:34][CH2:33][CH2:32][CH2:31]1)[CH3:29].Cl.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH2:1]([CH:3]1[C:8]([C:9]2[CH:24]=[CH:23][C:12]3[N:13]=[C:14]([C:16]4[CH:21]=[CH:20][C:19]([O:22][CH2:27][CH:28]([N:30]5[CH2:34][CH2:33][CH2:32][CH2:31]5)[CH3:29])=[CH:18][CH:17]=4)[O:15][C:11]=3[CH:10]=2)=[N:7][NH:6][C:5](=[O:25])[CH2:4]1)[CH3:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 12213236HCID 12213236, compoundHCID 1360889275-ethyl-6-[2-(4-hydroxy-phenyl)-benzoxazol-6-yl]-4,5-dihydro-2H-pyridazin-3-one

Product 1

HCID 67463201HCID 67463201, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

40 mg (119 μmol) 5-ethyl-6-[2-(4-hydroxy-phenyl)-benzoxazol-6-yl]-4,5-dihydro-2H-pyridazin-3-one, 23.5 mg (128 μmol) 1-(2-chloro-1-methylethyl)pyrrolidine×HCl, 50 mg (362 μmol) potassium carbonate and 2 ml DMF are heated together for 6 h to 80° C. Then the mixture is extracted with 10% sodium carbonate solution and EA. The org. phase is washed with sat. saline solution, dried on sodium sulphate and then the solv. is totally eliminated i.V. The residue is separated by semipreparative HPLC-MS. (xBridge, MeOH/H2O+TFA)

Workup

  1. extractionThen the mixture is extracted with 10% sodium carbonate solution and EA
  2. washphase is washed with sat. saline solution
  3. customdried on sodium sulphate
  4. customThe residue is separated by semipreparative HPLC-MS

Sources & evidence

ORD record
ord-6fdda7cbdd5443b9b01588bd72605128
Source dataset
uspto-grants-2014_07
Patent number
US08772323B2

Reaction notes

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