Diisopropylethylamine → N-{2-[4-(2-Cyclopentyloxy-pyrimidin-5-ylethynyl)-phenyl]-1-methyl-ethyl}-acetamide

HRID 76204ノート

反応式

HRID 76204 の反応式
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH:10]([NH:12][C:13](=[O:15])[CH3:14])[CH3:11])=[CH:5][CH:4]=1)#[CH:2].Br[C:17]1[CH:18]=[N:19][C:20]([O:23][CH:24]2[CH2:28][CH2:27][CH2:26][CH2:25]2)=[N:21][CH:22]=1.CCN(C(C)C)C(C)C>C1COCC1.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[Cu]I>[CH:24]1([O:23][C:20]2[N:19]=[CH:18][C:17]([C:2]#[C:1][C:3]3[CH:8]=[CH:7][C:6]([CH2:9][CH:10]([NH:12][C:13](=[O:15])[CH3:14])[CH3:11])=[CH:5][CH:4]=3)=[CH:22][N:21]=2)[CH2:25][CH2:26][CH2:27][CH2:28]1

参加物

7

反応物 3

HCID 81531DiisopropylethylamineHCID 497587165-Bromo-2-cyclopentyloxypyrimidineHCID 86669621N-(1-(4-ethynylphenyl)propan-2-yl)acetamide

生成物 1

HCID 56925027N-{2-[4-(2-Cyclopentyloxy-pyrimidin-5-ylethynyl)-phenyl]-1-methyl-ethyl}-acetamide

試薬・触媒・溶媒 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 178418476HCID 178418476、化合物触媒HCID 8028Tetrahydrofuran溶媒

実験手順

To 33.1 mg (0.17 mmol) N-[2-(4-ethynyl-phenyl)-1-methyl-ethyl]-acetamide (I58.3) and 40.0 mg (0.17 mmol) 5-bromo-2-cyclopentyloxypyrimidine (I14.1) in 2.0 mL THF are added 11.6 mg (0.02 mmol) bis(triphenylphosphin)palladiumdichlorid, 1.57 mg (8.00 μmol) CuI and 56.0 μL (0.33 mmol) DIPEA. The reaction mixture is stirred at r.t. over night. The solvent is removed in vacuo and the residue is purified by HPLC (MeOH/H2O/TFA).

後処理

  1. customThe solvent is removed in vacuo
  2. customthe residue is purified by HPLC (MeOH/H2O/TFA)

出典と根拠

ORDレコード
ord-082f8a11a6c54529a16876e06bae65c3
出典データセット
uspto-grants-2014_09
特許番号
US08835472B2

反応ノート

読み込み中…