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Diisopropylethylamine → 4-Cyclopropylmethyl-1-(4'-fluoro-biphenyl-4-carbonyl)-piperidine-4-carboxylic acid ethyl ester

HRID 2189983
ノート
印刷プレビュー

反応式

HRID 2189983 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([OH:16])=O)=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.Cl.[CH2:18]([O:20][C:21]([C:23]1([CH2:29][CH:30]2[CH2:32][CH2:31]2)[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1)=[O:22])[CH3:19].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C>CN(C=O)C>[CH2:18]([O:20][C:21]([C:23]1([CH2:29][CH:30]2[CH2:31][CH2:32]2)[CH2:24][CH2:25][N:26]([C:14]([C:11]2[CH:10]=[CH:9][C:8]([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)=[CH:13][CH:12]=2)=[O:16])[CH2:27][CH2:28]1)=[O:22])[CH3:19]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 27826894-(4-Fluorophenyl)benzoic acidHCID 131730087HCID 131730087、化合物

生成物 1

HCID 595279394-Cyclopropylmethyl-1-(4'-fluoro-biphenyl-4-carbonyl)-piperidine-4-carboxylic acid ethyl ester

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

A mixture of 0.31 g (1.4 mmol) 4′-fluoro-biphenyl-4-carboxylic acid, 0.426 g (1.71 mmol) 4-cyclopropylmethyl-piperidine-4-carboxylic acid ethyl ester, hydrochloride, 0.552 g (1.71 mmol) TBTU and 1.23 mL DIPEA in 25 mL DMF was stirred at room temperature over night. After evaporation to dryness the residue was purified by column chromatography on silica eluting with a gradient formed from ethyl acetate and heptane to yield after evaporation of the product containing fractions 0.51 g (87%) of the title compound as light yellow viscous oil. MS ISP (m/e): 410.3 [(M+H)+].

後処理

  1. customAfter evaporation to dryness the residue
  2. customwas purified by column chromatography on silica eluting with a gradient
  3. customformed from ethyl acetate and heptane
  4. customto yield
  5. customafter evaporation of the product
  6. additioncontaining fractions 0.51 g (87%) of the title compound as light yellow viscous oil

出典と根拠

ORDレコード
ord-0a984c5640c04204afd7a79292a50b43
出典データセット
uspto-grants-2012_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08324250B2

反応ノート

読み込み中…

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