HCID 21225322, compound → HCID 21225414, compound

HRID 583003Notes

Reaction equation

HRID 583003 reaction equation
[CH2:1]([O:9][C:10]1[CH:11]=[N:12][C:13]([C:16]2[CH:21]=[CH:20][C:19](O)=[C:18]([F:23])[C:17]=2[F:24])=[N:14][CH:15]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[F:25][C:26]([F:53])([C:49]([F:52])([F:51])[F:50])[C:27]([F:48])([F:47])[C:28]([F:46])([F:45])[O:29][C:30]([F:44])([F:43])[C:31]([F:42])([F:41])[C:32]([F:40])([F:39])[CH2:33][O:34][CH2:35][CH2:36][CH2:37]Br>>[CH2:1]([O:9][C:10]1[CH:11]=[N:12][C:13]([C:16]2[CH:21]=[CH:20][C:19]([CH2:37][CH2:36][CH2:35][O:34][CH2:33][C:32]([F:39])([F:40])[C:31]([F:41])([F:42])[C:30]([O:29][C:28]([F:45])([F:46])[C:27]([F:47])([F:48])[C:26]([F:25])([F:53])[C:49]([F:51])([F:52])[F:50])([F:44])[F:43])=[C:18]([F:23])[C:17]=2[F:24])=[N:14][CH:15]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

3

Reactant 2

HCID 21225322HCID 21225322, compoundHCID 135856817HCID 135856817, compound

Product 1

HCID 21225414HCID 21225414, compound

Procedure

The title compound was prepared essentially as in Example 1 by combining 5-octyloxy-2-[4-hydroxy-2,3-difluorophenyl]pyrimidine (1.5 g, 4.7 mmol) with 3-(4-(nonafluorobutoxy)-2,2,3,3,4,4-hexafluorobutoxy)propyl bromide (2.45 g, 5.1 mmol, prepared from 1,3-dibromopropane and 4-(nonafluorobutoxy)-2,2,3,3,4,4-hexafluorobutanol). The reaction mixture was quenched with water, and the resulting crude product was further purified by recrystallization from ethanol, followed by Kugelrohr distillation (210° C. at 0.5 torr), to provide a yield of 2.6 g.

Workup

  1. customThe reaction mixture was quenched with water
  2. customthe resulting crude product was further purified by recrystallization from ethanol
  3. distillationfollowed by Kugelrohr distillation (210° C. at 0.5 torr)
  4. customto provide a yield of 2.6 g

Sources & evidence

ORD record
ord-bfa32cb66fb94e38a380283192cc09f6
Source dataset
uspto-grants-1999_07
Patent number
US05928562

Reaction notes

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