HCID 68512404, compound → HCID 68517062, compound

HRID 2241333Notes

Reaction equation

HRID 2241333 reaction equation
[CH3:1][O:2][C:3]1[CH:31]=[CH:30][C:6]([CH2:7][N:8]2[C:12]3=[N:13][CH:14]=[CH:15][C:16]([O:17][C:18]4[CH:23]=[C:22]([Cl:24])[C:21]([N+:25]([O-])=O)=[CH:20][C:19]=4[F:28])=[C:11]3[C:10]([CH3:29])=[N:9]2)=[CH:5][CH:4]=1>CCOC(C)=O.C([O-])([O-])=O.[Na+].[Na+]>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][N:8]2[C:12]3=[N:13][CH:14]=[CH:15][C:16]([O:17][C:18]4[C:19]([F:28])=[CH:20][C:21]([NH2:25])=[C:22]([Cl:24])[CH:23]=4)=[C:11]3[C:10]([CH3:29])=[N:9]2)=[CH:30][CH:31]=1

Participants

4

Reactant 1

HCID 68512404HCID 68512404, compound

Product 1

HCID 68517062HCID 68517062, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 10340Sodium CarbonateSolvent

Procedure

Prepared by process from Example 92, Step B, substituting 1-(4-methoxybenzyl)-4-(5-chloro-2-fluoro-4-nitrophenoxy)-3-methyl-1H-pyrazolo[3,4-b]pyridine (1.59 g, 3.59 mmol). The reaction mixture was diluted with EtOAc (250 mL) and saturated Na2CO3 (50 mL) was added. The solids were filtered through a celite plug and the organic layer was dried over sodium sulfate and concentrated to provide the desired product (1.25 g, 85%). The crude material was used in the next step without purification. LRMS M+1 (413.0) observed.

Workup

  1. customPrepared by process from Example 92, Step B
  2. additionwas added
  3. filtrationThe solids were filtered through a celite plug
  4. dry with materialthe organic layer was dried over sodium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-d58af7f7bb4c4c8a9cb805dc545bd966
Source dataset
uspto-grants-2010_05
Patent number
US07723330B2

Reaction notes

Loading…