tert-Butyl 4-(2-bromoethyl)piperazine-1-carboxylate → Tert-butyl 4-(2-(3,3-bis(4-fluorophenyl)-2-oxopyrrolidin-1-yl)ethyl)piperazine-1-carboxylate

HRID 1667130ノート

反応式

HRID 1667130 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:14]3[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=3)[CH2:12][CH2:11][NH:10][C:9]2=[O:13])=[CH:4][CH:3]=1.CC(C)([O-])C.[K+].Br[CH2:28][CH2:29][N:30]1[CH2:35][CH2:34][N:33]([C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37])[CH2:32][CH2:31]1>O1CCCC1>[F:20][C:17]1[CH:18]=[CH:19][C:14]([C:8]2([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)[CH2:12][CH2:11][N:10]([CH2:28][CH2:29][N:30]3[CH2:35][CH2:34][N:33]([C:36]([O:38][C:39]([CH3:40])([CH3:42])[CH3:41])=[O:37])[CH2:32][CH2:31]3)[C:9]2=[O:13])=[CH:15][CH:16]=1

参加物

5

反応物 3

HCID 15946441tert-Butyl 4-(2-bromoethyl)piperazine-1-carboxylateHCID 23665647Potassium tert-butoxideHCID 673585653,3-Bis(4-fluorophenyl)pyrrolidin-2-one

生成物 1

HCID 67359885Tert-butyl 4-(2-(3,3-bis(4-fluorophenyl)-2-oxopyrrolidin-1-yl)ethyl)piperazine-1-carboxylate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
75 °C

実験手順

To a solution of 3,3-bis(4-fluorophenyl)pyrrolidin-2-one (Example 58B, 1.37 g, 5.00 mmol) in tetrahydrofuran (30 mL) was added potassium t-butoxide (1.0 M in tetrahydrofuran) (7.5 mL, 7.5 mmol) followed by the product from Example 63A (1.47 g, 5.00 mmol). The reaction mixture was heated at 75° C. for 18 hours. The reaction was concentrated, diluted with ethyl acetate, washed with water and brine, dried with MgSO4, filtered and concentrated. The residue was purified with silica gel chromatography eluting with 3% methanol/dichloromethane to give the title compound. MS (DCI) m/z 486.3 (M+H)+.

後処理

  1. concentrationThe reaction was concentrated
  2. additiondiluted with ethyl acetate
  3. washwashed with water and brine
  4. dry with materialdried with MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue was purified with silica gel chromatography
  8. washeluting with 3% methanol/dichloromethane

出典と根拠

ORDレコード
ord-2e93e0abe194410db3b05be3b3510765
出典データセット
uspto-grants-2011_10
特許番号
US08044069B2

反応ノート

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