Tris(furan-2-yl)phosphane → methyl 1-(3-chloropyridin-2-yl)-3-{[6-(trifluoromethyl)pyridin-3-yl]methyl}-1H-pyrazole-5-carboxylate

HRID 1630666노트

반응식

HRID 1630666 반응식
Br[CH2:2][C:3]1[CH:7]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[N:5]([C:12]2[C:17]([Cl:18])=[CH:16][CH:15]=[CH:14][N:13]=2)[N:4]=1.C([Sn](CCCC)(CCCC)[C:24]1[CH:25]=[CH:26][C:27]([C:30]([F:33])([F:32])[F:31])=[N:28][CH:29]=1)CCC.O1C=CC=C1P(C1OC=CC=1)C1OC=CC=1>CN1C(=O)CCC1>[Cl:18][C:17]1[C:12]([N:5]2[C:6]([C:8]([O:10][CH3:11])=[O:9])=[CH:7][C:3]([CH2:2][C:24]3[CH:29]=[N:28][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:26][CH:25]=3)=[N:4]2)=[N:13][CH:14]=[CH:15][CH:16]=1

참가 물질

5

반응물 3

HCID 521585Tris(furan-2-yl)phosphaneHCID 179595415-Tributylstannyl-2-trifluoromethylpyridineHCID 66659984methyl 3-(bromomethyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylate

생성물 1

HCID 66587532methyl 1-(3-chloropyridin-2-yl)-3-{[6-(trifluoromethyl)pyridin-3-yl]methyl}-1H-pyrazole-5-carboxylate

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

Under argon, 0.8 g (2.36 mmol) of methyl 3-(bromomethyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylate, 1.18 g (2.60 mmol) of 5-(tributylstannyl)-2-(trifluoromethyl)pyridine, 0.11 g (0.47 mmol) of tri-2-furylphosphine and 0.07 g (0.07 mmol) of tri(dibenzylideneacetone)dipalladium were stirred in NMP at 100° C. for 2 h. The solvent was distilled off under reduced pressure, and the residue was taken up in 80 ml of ethyl acetate and stirred vigorously with 70 ml of saturated potassium fluoride solution for 60 min. The organic phase was separated off, washed once with saturated sodium chloride solution, dried over sodium sulphate and concentrated using a rotary evaporator. The desired product was obtained by chromatographic purification.

후처리

  1. distillationThe solvent was distilled off under reduced pressure
  2. customThe organic phase was separated off
  3. washwashed once with saturated sodium chloride solution
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated
  6. customa rotary evaporator

출처 및 근거

ORD 기록
ord-db99f7fc5bbb46798e3a25066bedb5f1
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08791139B2

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