Triethylamine → HCID 86756487、化合物

HRID 1531321ノート

反応式

HRID 1531321 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([S:15]([C:18]([NH2:32])([CH2:23][C:24]#[C:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[C:19]([O:21]C)=[O:20])(=[O:17])=[O:16])=[C:11]([C:33]#[CH:34])[CH:10]=2)=[CH:5][CH:4]=1.IS(N)(=O)=O.COC1C=CC(C#C)=CC=1.CCN(CC)CC>CN(C=O)C.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>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([S:15]([C:18]([NH2:32])([CH2:23][C:24]#[C:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[C:19]([OH:21])=[O:20])(=[O:17])=[O:16])=[C:11]([C:33]#[CH:34])[CH:10]=2)=[CH:5][CH:4]=1

参加物

8

反応物 4

HCID 8471TriethylamineHCID 2510201-Ethynyl-4-methoxybenzeneHCID 18761200Sulfamyl iodideHCID 86756488HCID 86756488、化合物

生成物 1

HCID 86756487HCID 86756487、化合物

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 6228Dimethylformamide溶媒

反応条件

温度
55 °C

実験手順

Methyl 2-[4-(4-Methoxyphenyl)-acetylenylbenzenesulfonyl]-amino-5-phenylpent-4-ynoate: The starting iodo sulfonamide 3a (0.54 g, 1.15 mmol) and 4-methoxyphenylacetylene (0.2 g, 1.49 mmol) are taken in 10 mL of DMF in the presence of 0.32 mL of Et3N, Pd(PPh3)2Cl2 (40.4 mg, 0.058 mmol), and CuI (24 mg, 0.128 mmol). The mixture is then heated to 55° C. for 18 hr. and then partitioned between EtOAc and H2O. The organic layer is washed with 1N HCl, aqueous NaHCO3 and brine, dried over MgSO4, filtered and evaporated to give a residue which is adsorbed onto silica and eluted through a column of flash silica with hexane:EtOAc (4:1 to 2:1 ) to give the desired product.

後処理

  1. customand then partitioned between EtOAc and H2O
  2. washThe organic layer is washed with 1N HCl, aqueous NaHCO3 and brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customevaporated
  6. customto give a residue which
  7. washeluted through a column of flash silica with hexane:EtOAc (4:1 to 2:1 )

出典と根拠

ORDレコード
ord-a0ae5461681d451e943528a3e4532856
出典データセット
uspto-grants-2001_03
特許番号
US06197770B1

反応ノート

読み込み中…