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Phenylacetylene → HCID 66701096, 화합물

HRID 2062095
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HRID 2062095 반응식
[CH3:1][O:2][C:3](=[O:21])[C:4]([NH:7][C:8]([C:10]1[CH:19]=[CH:18][C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]=1Br)=[O:9])([CH3:6])[CH3:5].[C:22]1([C:28]#[CH:29])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>CN(C=O)C.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.Cl[Pd]Cl>[CH3:1][O:2][C:3](=[O:21])[C:4]([NH:7][C:8]([C:10]1[CH:19]=[CH:18][C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]=1[C:29]#[C:28][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:9])([CH3:6])[CH3:5]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 10821PhenylacetyleneHCID 58370136HCID 58370136, 화합물

생성물 1

HCID 66701096HCID 66701096, 화합물수율 19%

시약·촉매·용매 2

HCID 6102075Dichlorobis(triphenylphosphine)palladium촉매HCID 6228Dimethylformamide용매

실험 절차

40 mg 2-[(1-Bromo-naphthalene-2-carbonyl)amino]-2-methyl-propionic acid methyl ester and 2 mg Bis(triphenylphosphine)palladium(II)chloride were suspended in 2 ml of DMF and deoxygenated with Argon. 0.26 ml of TMEDA were added, the mixture was again bubbled with Argon, and then 14 mg (0.137 mmol) phenylacetylene were added. After 14 h at 80° the reaction was filtered, purified by RP-HPLC and freeze-dried to give 8 mg of 2-{[1-(Phenylethynyl)-naphthalene-2-carbonyl]-amino}-2-methyl-propionic acid methyl ester (19%).

후처리

  1. customdeoxygenated with Argon
  2. addition0.26 ml of TMEDA were added
  3. customthe mixture was again bubbled with Argon
  4. filtrationAfter 14 h at 80° the reaction was filtered
  5. custompurified by RP-HPLC
  6. customfreeze-dried

출처 및 근거

ORD 기록
ord-b2e10e1ac2194f15a949a599e1a5ff8d
출처 데이터셋
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08283479B2

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