Sodium Hydroxide → HCID 59457559, compound

HRID 1710727Notes

Reaction equation

HRID 1710727 reaction equation
[F:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[C:8]1[N:9]=[C:10]2[CH:22]=[C:21]([C:23]3[CH:30]=[CH:29][C:26]([C:27]#[N:28])=[CH:25][CH:24]=3)[NH:20][C:11]2=[N:12][C:13]=1[C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1.[OH-:31].[Na+]>C(O)C>[F:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[C:8]1[N:9]=[C:10]2[CH:22]=[C:21]([C:23]3[CH:30]=[CH:29][C:26]([C:27]([NH2:28])=[O:31])=[CH:25][CH:24]=3)[NH:20][C:11]2=[N:12][C:13]=1[C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 59457551HCID 59457551, compound

Product 1

HCID 59457559HCID 59457559, compoundYield 36.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

To a stirred solution of 4-[2-(3-fluoropyridin-4-yl)-3-pyridin-3-yl-5H-pyrrolo[2,3-b]pyrazin-6-yl]benzonitrile (Example 150) (0.050 g, 0.12 mmol) in ethanol (1.5 mL) was added a 2N aqueous solution of sodium hydroxide (0.127 mL, 0.25 mmol) and the mixture was stirred at 80° C. After 18 h, ethanol was evaporated and the aqueous phase was acidified until pH=6 with a 2N aqueous solution of hydrochloric acid. The resulting solid was filtered, washed with water and dried to furnish the titled compound (0.018 g, 36%) as a brown solid.

Workup

  1. customethanol was evaporated
  2. filtrationThe resulting solid was filtered
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-0205e6e675844cfca8f8038012f4a055
Source dataset
uspto-grants-2010_09
Patent number
US07790728B2

Reaction notes

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