Triethylamine → HCID 86756487, 화합물

HRID 1531321노트

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HRID 1531321 반응식
[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

참가 물질

8

반응물 4

HCID 8471TriethylamineHCID 2510201-Ethynyl-4-methoxybenzeneHCID 18761200Sulfamyl iodideHCID 86756488HCID 86756488, 화합물

생성물 1

HCID 86756487HCID 86756487, 화합물

시약·촉매·용매 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 178418476HCID 178418476, 화합물촉매HCID 6228Dimethylformamide용매

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온도
55 °C

실험 절차

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.

후처리

  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 )

출처 및 근거

ORD 기록
ord-a0ae5461681d451e943528a3e4532856
출처 데이터셋
uspto-grants-2001_03
특허 번호
US06197770B1

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