Potassium Carbonate → HCID 86732071, compound

HRID 1486759Notes

Reaction equation

HRID 1486759 reaction equation
Cl[C:2]1[N:7]=[C:6]([CH3:8])[N:5]=[C:4]([C@@H:9]2[CH2:11][C@H:10]2[C:12]2[N:16]([CH3:17])[C:15]3[CH:18]=[CH:19][CH:20]=[CH:21][C:14]=3[N:13]=2)[CH:3]=1.O.[NH2:23][NH2:24].C(=O)([O-])[O-].[K+].[K+]>CC1OCCC1>[NH:23]([C:2]1[N:7]=[C:6]([CH3:8])[N:5]=[C:4]([C@@H:9]2[CH2:11][C@H:10]2[C:12]2[N:16]([CH3:17])[C:15]3[CH:18]=[CH:19][CH:20]=[CH:21][C:14]=3[N:13]=2)[CH:3]=1)[NH2:24]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 24654Hydrazine hydrate (1:1)HCID 86732072HCID 86732072, compound

Product 1

HCID 86732071HCID 86732071, compound

Reagents, catalysts & solvents 1

HCID 73012-MethyltetrahydrofuranSolvent

Procedure

A slurry of 6-4 (4 g, 13.39 mmol), hydrazine hydrate (1.261 ml, 40.2 mmol) and potassium carbonate (5.55 g, 40.2 mmol) in 2-MeTHF (100 ml) was heated at 80° C. for 16 h. After cooling to room temperature, the reaction mixture was partitioned between water and ethyl acetate. The organic layer was separated, dried over sodium sulfate, filtered and concentrated to afford Intermediate 6 as a tan solid. MS: m/z=295.4 (M+H).

Workup

  1. customthe reaction mixture was partitioned between water and ethyl acetate
  2. customThe organic layer was separated
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-b6d4a4c8dc6845299d305288d0c54871
Source dataset
uspto-grants-2016_08
Patent number
US09428492B2

Reaction notes

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