Sodium Hydroxide → HCID 178435738, compound

HRID 1870821Notes

Reaction equation

HRID 1870821 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([CH:8]([C:10]2[CH:14]=[C:13]([N:15]=[C:16]([NH2:26])[NH:17][CH2:18][CH2:19][O:20][CH2:21][C:22]([O:24]C)=[O:23])[O:12][N:11]=2)[CH3:9])[CH:5]=[CH:4][C:3]=1[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.[OH-].[Na+:34]>O1CCCC1>[F:1][C:2]1[CH:7]=[C:6]([CH:8]([C:10]2[CH:14]=[C:13]([N:15]=[C:16]([NH2:26])[NH:17][CH2:18][CH2:19][O:20][CH2:21][C:22]([O-:24])=[O:23])[O:12][N:11]=2)[CH3:9])[CH:5]=[CH:4][C:3]=1[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.[Na+:34]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178501814HCID 178501814, compound

Product 1

HCID 178435738HCID 178435738, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The compound (4.32 g) obtained in Example 48 was dissolved in tetrahydrofuran (80 ml) and a 5% aqueous sodium hydroxide solution (80 ml) was added, after which the solution was stirred at room temperature for one hour. The reaction mixture was concentrated under reduced pressure and then filtered, after which the solid materials were washed with ethyl acetate and water. The filtrate was concentrated and thereafter the solid materials were again separated by filtration and then washed with ethyl acetate and water. The combined crude crystals were purified by a recrystallization method from water to obtain the desired compound (3.08 g).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. filtrationfiltered
  3. washafter which the solid materials were washed with ethyl acetate and water
  4. concentrationThe filtrate was concentrated
  5. customthe solid materials were again separated by filtration
  6. washwashed with ethyl acetate and water
  7. customwere purified by a recrystallization method from water

Sources & evidence

ORD record
ord-65a266a7881d48ba875a137f29d8b3ef
Source dataset
uspto-grants-2000_08
Patent number
US06100260

Reaction notes

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