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 1006653노트

반응식

HRID 1006653 반응식
[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]

참가 물질

7

반응물 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

생성물 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 phosphate수율 88.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-ce39226018424f7eb121293056cfc68e
출처 데이터셋
uspto-grants-2004_09
특허 번호
US06790957B2

반응 노트

불러오는 중…