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

HRID 1630666ノート

反応式

HRID 1630666 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-db99f7fc5bbb46798e3a25066bedb5f1
出典データセット
uspto-grants-2014_07
特許番号
US08791139B2

反応ノート

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