Cyclopentanone → HCID 70982889、化合物

HRID 572431ノート

反応式

HRID 572431 の反応式
[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=1.[C:8]1(=[O:13])[CH2:12][CH2:11][CH2:10][CH2:9]1.[Li]CCCC.C(N(C(C)C)CC)(C)C>C1COCC1>[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[C:8]1([OH:13])[CH2:12][CH2:11][CH2:10][CH2:9]1

参加物

6

反応物 4

HCID 8452CyclopentanoneHCID 122863-BromopyridineHCID 81531DiisopropylethylamineHCID 178418339Butyllithium

生成物 1

HCID 70982889HCID 70982889、化合物収率 34%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Using analogous reaction condition and reagents as described in Example 20 for the preparation of I-20a above, 3-bromo pyridine solution (1.0 g, 6.36 mmol) was reacted with cyclopentanone solution (0.6 mL, 7.0 mmol) in dry THF (6 mL), n-BuLi solution (4.0 mL, 7.6 mmol) and diisopropylethyl amine (1.0 mL, 7.0 mmol) in dry THF (6 mL) to afford the crude product. The crude was purified by column chromatography on silica gel (20% ethyl acetate in hexane) afforded 520 mg of the product (34% yield).

後処理

  1. customto afford the crude product
  2. customThe crude was purified by column chromatography on silica gel (20% ethyl acetate in hexane)

出典と根拠

ORDレコード
ord-9bfec88505104a4f8e558335751e7038
出典データセット
uspto-grants-2015_05
特許番号
US09029399B2

反応ノート

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