Pyridine → 2-(2,4-Difluorophenyl)-1-{3-[(e)-4-(2,2,3,3-tetrafluoropropoxy)styryl]-1h-1,2,4-triazol-1-yl}-3-(1h-1,2,4-triazol-1-yl)-2-propyl dihydrogen phosphate

HRID 1006653ノート

反応式

HRID 1006653 の反応式
[P:1]([O:19][C:20]([C:49]1[CH:54]=[CH:53][C:52]([F:55])=[CH:51][C:50]=1[F:56])([CH2:43][N:44]1[CH:48]=[N:47][CH:46]=[N:45]1)[CH2:21][N:22]1[CH:26]=[N:25][C:24](/[CH:27]=[CH:28]/[C:29]2[CH:34]=[CH:33][C:32]([O:35][CH2:36][C:37]([F:42])([F:41])[CH:38]([F:40])[F:39])=[CH:31][CH:30]=2)=[N:23]1)([O:11]CC1C=CC=CC=1)([O:3]CC1C=CC=CC=1)=[O:2].Br[Si](C)(C)C.N1C=CC=CC=1.[OH-].[Na+].S(=O)(=O)(O)O>C(Cl)Cl>[P:1]([OH:11])([OH:3])([O:19][C:20]([C:49]1[CH:54]=[CH:53][C:52]([F:55])=[CH:51][C:50]=1[F:56])([CH2:43][N:44]1[CH:48]=[N:47][CH:46]=[N:45]1)[CH2:21][N:22]1[CH:26]=[N:25][C:24](/[CH:27]=[CH:28]/[C:29]2[CH:30]=[CH:31][C:32]([O:35][CH2:36][C:37]([F:41])([F:42])[CH:38]([F:40])[F:39])=[CH:33][CH:34]=2)=[N:23]1)=[O:2]

参加物

7

反応物 5

HCID 1049PyridineHCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 76113BromotrimethylsilaneHCID 22266795Dibenzyl 2-(2,4-difluorophenyl)-1-{3-[(E)-4-(2,2,3,3-tetrafluoropropoxy)styryl]-1H-1,2,4-triazol-1-yl}-3-(1H-1,2,4-triazol-1-yl)-2-propyl phosphate

生成物 1

HCID 222667972-(2,4-Difluorophenyl)-1-{3-[(e)-4-(2,2,3,3-tetrafluoropropoxy)styryl]-1h-1,2,4-triazol-1-yl}-3-(1h-1,2,4-triazol-1-yl)-2-propyl dihydrogen phosphate収率 88.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

A solution of the compound of step (a) (298 mg, 0.37 mmol) in methylene chloride (5 ml) was cooled to 0° C. and then treated with bromotrimethylsilane (254 mg, 1.66 mmol) and pyridine (180 mg, 3.10 mmol). The resulting mixture was stirred at 0° C. for 3 hours and then quenched with water (1 ml) containing sodium hydroxide (96 mg, 2.41 mmol). The mixture was then acidified with dilute sulphuric acid and the product extracted into ethyl acetate. After washing with brine, the ethyl acetate phase was dried (MgSO4) and the solvent evaporated to give the title compound as a pale yellow foam (202 mg, 88%).

後処理

  1. customquenched with water (1 ml)
  2. extractionthe product extracted into ethyl acetate
  3. washAfter washing with brine
  4. dry with materialthe ethyl acetate phase was dried (MgSO4)
  5. customthe solvent evaporated

出典と根拠

ORDレコード
ord-ce39226018424f7eb121293056cfc68e
出典データセット
uspto-grants-2004_09
特許番号
US06790957B2

反応ノート

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