Acetic Acid → HCID 178517881, compound

HRID 1477673Notes

Reaction equation

HRID 1477673 reaction equation
C(O)(=[O:3])C.Cl[C:6]1[N:11]=[CH:10][N:9]=[C:8]([N:12]2[CH2:17][CH:16]=[C:15]([C:18]3[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=3)[C@@H:14]([OH:25])[CH2:13]2)[N:7]=1.C([O-])(=O)C.[Na+]>O>[F:24][C:21]1[CH:22]=[CH:23][C:18]([C:15]2[C@H:14]([OH:25])[CH2:13][N:12]([C:8]3[N:9]=[CH:10][NH:11][C:6](=[O:3])[N:7]=3)[CH2:17][CH:16]=2)=[CH:19][CH:20]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 517045Sodium AcetateHCID 117839425HCID 117839425, compound

Product 1

HCID 178517881HCID 178517881, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To an acetic acid (1.6 mL)-water (0.30 mL) solution of (R)-1-(4-chloro-1,3,5-triazin-2-yl)-4-(4-fluorophenyl)-1,2,3,6-tetrahydropyridin-3-ol (155 mg, 0.505 mmol) synthesized in Reference Synthesis Example 332a, sodium acetate (155 mg, 1.89 mmol) was added and the resultant mixture was stirred at 90° C. for 2 hours. After completion of the reaction, water was added to the reaction solution and the resultant mixture was cooled to 0° C. The precipitated solid was collected by filtration and the solid was washed with water to obtain a compound (122 mg, yield 77%) of Reference Synthesis Example 333a as the title compound.

Workup

  1. additionwas added
  2. additionwas added to the reaction solution
  3. filtrationThe precipitated solid was collected by filtration
  4. washthe solid was washed with water
  5. customto obtain

Sources & evidence

ORD record
ord-b701d757b3524a2bade87eb2861ea411
Source dataset
uspto-grants-2016_08
Patent number
US09403798B2

Reaction notes

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