Water → HCID 54472984, compound

HRID 1740689Notes

Reaction equation

HRID 1740689 reaction equation
[OH:1][C:2]1[CH:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH2:15][C@@H:16]([F:44])[CH2:17][O:18][CH2:19][C:20]([O:23][C:24]([F:43])([F:42])[C:25]([F:41])([F:40])[O:26][C:27]([F:39])([F:38])[C:28]([F:37])([F:36])[C:29]([F:35])([F:34])[C:30]([F:33])([F:32])[F:31])([F:22])[F:21])=[C:10]([F:45])[C:9]=2[F:46])=[N:6][CH:7]=1.[CH2:47](Br)[CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH3:54].C(=O)([O-])[O-].[K+].[K+].O>C(#N)C>[CH2:47]([O:1][C:2]1[CH:7]=[N:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH2:15][C@@H:16]([F:44])[CH2:17][O:18][CH2:19][C:20]([O:23][C:24]([F:42])([F:43])[C:25]([F:40])([F:41])[O:26][C:27]([F:38])([F:39])[C:28]([F:36])([F:37])[C:29]([F:34])([F:35])[C:30]([F:31])([F:32])[F:33])([F:21])[F:22])=[C:10]([F:45])[C:9]=2[F:46])=[N:4][CH:3]=1)[CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH3:54]

Participants

6

Reactant 4

HCID 962WaterHCID 81401-BromooctaneHCID 11430Potassium CarbonateHCID 53797840HCID 53797840, compound

Product 1

HCID 54472984HCID 54472984, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The title compound was prepared essentially as in Example 18 by combining 5-hydroxy-2-[4-(3-(2-(2-(nonafluorobutoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)-(S)-2-fluoropropoxy)-2,3-difluorophenyl]pyrimidine (0.89 g, 1.24 mmol), octyl bromide (0.3 g, 1.5 mmol), and potassium carbonate (0.2 g, 1.5 mmol) in acetonitrile (12 mL). The resulting mixture was heated to reflux overnight, deionized water (20 mL) was added, and the resulting crude product was collected by filtration. The product was recrystallized from methanol to yield 0.35 g.

Workup

  1. temperatureThe resulting mixture was heated
  2. temperatureto reflux overnight
  3. filtrationthe resulting crude product was collected by filtration
  4. customThe product was recrystallized from methanol
  5. customto yield 0.35 g

Sources & evidence

ORD record
ord-0e52e30639f84e0995caf96b50be7448
Source dataset
uspto-grants-1999_10
Patent number
US05972241

Reaction notes

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