HCID 131725795, compound → HCID 131725794, compound

HRID 1830009Notes

Reaction equation

HRID 1830009 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[N+:27]([O-])=O)=[O:11])=[N:2]1>C(O)C.[Pd]>[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:11])=[N:2]1

Participants

4

Reactant 1

HCID 131725795HCID 131725795, compound

Product 1

HCID 131725794HCID 131725794, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 1H-indazol-3-yl-N-[5-((6S,2R)-2,6-dimethyl-morpholin-4-yl)-2-nitrophenyl]carboxamide (1.0 equivalent) in ethanol was added 10% Pd/C (0.5 equivalents). The reaction vessel was repeatedly purged with nitrogen, and then the reaction was stirred under a hydrogen atmosphere (1 atm) for 18 hours. The product was filtered through Celite with ethanol. The solvent was removed to provide a brown solid which was used without purification. LC/MS (m/z) 366.2 (MH+), Rt 2.19 minutes.

Workup

  1. customThe reaction vessel was repeatedly purged with nitrogen
  2. filtrationThe product was filtered through Celite with ethanol
  3. customThe solvent was removed
  4. customto provide a brown solid which
  5. customwas used without purification

Sources & evidence

ORD record
ord-402be2c6c72f431ea8f351e205bd10ba
Source dataset
uspto-grants-2006_06
Patent number
US07064215B2

Reaction notes

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