2-Chloro-3-(trifluoromethyl)benzoyl chloride → 7-{[2-Chloro-3-(trifluoromethyl)phenyl]carbonyl}-3-(4-fluorophenyl)-2-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine

HRID 1893428

反応式

HRID 1893428 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]3[CH2:13][CH2:14][NH:15][CH2:16][C:11]3=[N:10][C:9]=2[C:17]([F:20])([F:19])[F:18])=[CH:4][CH:3]=1.CCN(CC1C=CC=CC=1)CC.C=CC1C=CC=CC=1.C=CC1C=CC(C=C)=CC=1.[Cl:51][C:52]1[C:60]([C:61]([F:64])([F:63])[F:62])=[CH:59][CH:58]=[CH:57][C:53]=1[C:54](Cl)=[O:55]>ClCCl>[Cl:51][C:52]1[C:60]([C:61]([F:63])([F:64])[F:62])=[CH:59][CH:58]=[CH:57][C:53]=1[C:54]([N:15]1[CH2:14][CH2:13][N:12]2[C:8]([C:5]3[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=3)=[C:9]([C:17]([F:18])([F:19])[F:20])[N:10]=[C:11]2[CH2:16]1)=[O:55]

参加物

5

反応物 3

HCID 38276332-Chloro-3-(trifluoromethyl)benzoyl chlorideHCID 16212021N-benzyl-N-ethylethanamine;1,4-bis(ethenyl)benzene;styreneHCID 665993343-(4-Fluorophenyl)-2-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine

生成物 1

HCID 497854577-{[2-Chloro-3-(trifluoromethyl)phenyl]carbonyl}-3-(4-fluorophenyl)-2-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

3-(4-Fluorophenyl)-2-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine (I14) (285 mg, 1 mmol) and diethylaminomethyl polystyrene (1000 mg, 3.20 mmol) were slurried in dichloromethane (DCM) (10 mL) and treated with 2-chloro-3-(trifluoromethyl)benzoyl chloride (267 mg, 1.100 mmol). The slurry was stirred at RT for 24 h, whereupon the resin was filtered and washed with dichloromethane (20 mL). The filtrate was concentrated in vacuo to afford crude product. The product was purified by flash chromatography (Isolera, 10 g, 0-100% ethyl acetate/iso-hexane) to afford product in 428 mg.

後処理

  1. filtrationwas filtered
  2. washwashed with dichloromethane (20 mL)
  3. concentrationThe filtrate was concentrated in vacuo
  4. customto afford crude product
  5. customThe product was purified by flash chromatography (Isolera, 10 g, 0-100% ethyl acetate/iso-hexane)
  6. customto afford product in 428 mg

出典と根拠

ORDレコード
ord-c44e8e3ac6584947924d1feb12b8139d
出典データセット
uspto-grants-2013_08
特許番号
US08513248B2

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