Sodium Acetate → HCID 136407176, compound

HRID 1830010Notes

Reaction equation

HRID 1830010 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:10]([NH:12][C:13]2[CH:18]=[C:17]([N:19]3[CH2:24][C@H:23]([CH3:25])[O:22][C@H:21]([CH3:26])[CH2:20]3)[CH:16]=[CH:15][C:14]=2[NH2:27])=O)=[N:2]1.C([O-])(=O)C.[Na+]>C(O)(=O)C>[CH3:26][C@H:21]1[O:22][C@@H:23]([CH3:25])[CH2:24][N:19]([C:17]2[CH:16]=[CH:15][C:14]3[N:27]=[C:10]([C:3]4[C:4]5[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=5)[NH:1][N:2]=4)[NH:12][C:13]=3[CH:18]=2)[CH2:20]1

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 131725794HCID 131725794, compound

Product 1

HCID 136407176HCID 136407176, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

1H-Indazol-3-yl-N-[5-((6S,2R)-2,6-dimethyl-morpholin-4-yl)-2-aminophenyl]carboxamide (1.0 equivalent) was dissolved in acetic acid, and sodium acetate (1.1 equivalents) was added. The solution was heated at reflux for 1 hour and then cooled. The acetic acid was removed, and the residue was triturated with ethyl acetate and filtered. The filtrate was concentrated to provide a green foam which was purified by reverse phase HPLC. LC/MS (m/z) 348.1 (MH+), Rt 2.23 minutes.

Workup

  1. temperatureThe solution was heated
  2. temperatureat reflux for 1 hour
  3. temperaturecooled
  4. customThe acetic acid was removed
  5. customthe residue was triturated with ethyl acetate
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated
  8. customto provide a green foam which
  9. customwas purified by reverse phase HPLC

Sources & evidence

ORD record
ord-277045fd70874a83878b3cb144190c64
Source dataset
uspto-grants-2006_06
Patent number
US07064215B2

Reaction notes

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