Acetic Anhydride → HCID 117839368, compound

HRID 1477727Notes

Reaction equation

HRID 1477727 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]([OH:14])[CH2:12][N:11]([C:15]3[N:20]=[CH:19][N:18]([CH2:21][C:22]4[S:23][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:25][CH:26]=4)[C:17](=[O:31])[N:16]=3)[CH2:10][CH:9]=2)=[CH:4][CH:3]=1.[C:32](OC(=O)C)(=[O:34])[CH3:33].C([O-])(=O)C.[Na+]>>[C:32]([O:14][CH:13]1[C:8]([C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)=[CH:9][CH2:10][N:11]([C:15]2[N:20]=[CH:19][N:18]([CH2:21][C:22]3[S:23][C:24]([C:27]([F:28])([F:29])[F:30])=[CH:25][CH:26]=3)[C:17](=[O:31])[N:16]=2)[CH2:12]1)(=[O:34])[CH3:33]

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 517045Sodium AcetateHCID 78166221HCID 78166221, compound

Product 1

HCID 117839368HCID 117839368, compoundYield 94%

Procedure

To 4-[4-(4-fluorophenyl)-5-hydroxy-5,6-dihydropyridin-1(2H)-yl]-1-{[5-(trifluoromethyl)thiophen-2-yl]methyl}-1,3,5-triazin-2(1H)-one (20.0 mg, 0.0442 mmol) synthesized in Synthesis Example 190, at room temperature, acetic anhydride (2.0 mL) and sodium acetate (9.00 mg, 0.110 mmol) were added at room temperature and the resultant mixture was stirred at 100° C. for 40 minutes. After the completion of the reaction, the reaction solution was concentrated and to the resultant residue, water was added, followed by filtering a deposited colorless solid and by drying the solid to obtain the title compound (20.6 mg, yield: 94%).

Workup

  1. customAfter the completion of the reaction
  2. concentrationthe reaction solution was concentrated and to the resultant residue, water
  3. additionwas added
  4. filtrationby filtering a deposited colorless solid
  5. customby drying the solid

Sources & evidence

ORD record
ord-b06b9ecdd81940b98e9a7ef4b5be2b01
Source dataset
uspto-grants-2016_08
Patent number
US09403798B2

Reaction notes

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