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Triethylamine → HCID 9797871, 화합물

HRID 428725
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HRID 428725 반응식
N1C=CC=C1/C=C1\C(=O)N(C#C)C2C\1=C[C:13]([Si:16]([CH3:19])([CH3:18])[CH3:17])=[CH:12]C=2.Br[C:24]1[CH:25]=[C:26]2[C:30](=[CH:31][CH:32]=1)[NH:29][C:28](=[O:33])/[C:27]/2=[CH:34]\[C:35]1[NH:36][CH:37]=[CH:38][C:39]=1[O:40][CH3:41].C[Si](C#C)(C)C.C(N(CC)CC)C>[Cu]I.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.CN(C=O)C>[CH3:41][O:40][C:39]1[CH:38]=[CH:37][NH:36][C:35]=1/[CH:34]=[C:27]1\[C:28](=[O:33])[NH:29][C:30]2[C:26]\1=[CH:25][C:24]([C:12]#[C:13][Si:16]([CH3:19])([CH3:18])[CH3:17])=[CH:32][CH:31]=2
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8

반응물 4

HCID 8471TriethylamineHCID 66111TrimethylsilylacetyleneHCID 9797091HCID 9797091, 화합물HCID 86757574HCID 86757574, 화합물

생성물 1

HCID 9797871HCID 9797871, 화합물

시약·촉매·용매 3

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

실험 절차

This compound was prepared in a manner analogous to the preparation of (Z)-1,3-dihydro-3-[(1H-pyrrol-2-yl)methylene]-5-(trimethylsilyl)-ethynyl-2H-indol-2-one in Example 81 above. In this example, (Z)-5-bromo-1,3-dihydro-3-[(3-methoxy-1H-pyrrol-2-yl)methylene]-2H-indol-2-one (740 mg, 2.32 mmol) (from Example 91) was coupled with (trimethylsilyl)acetylene (640 mg, 6.52 mmol) (Aldrich) using CuI (40 mg, 0.21 mmol) (Aldrich) and (Ph3P)2PdCl2 (90 mg, 0.13 mmol) (Aldrich) as catalyst in 10 mL DMF and 10 mL triethylamine at 70° C. for 22 hours to give (Z)-1,3-dihydro-3-[(3-methoxy-1H-pyrrol-2-yl)methylene]-5-(trimethylsilyl)ethynyl-2H-indol-2-one. (Yield 410 mg, 52%).

출처 및 근거

ORD 기록
ord-42751941538547a1a5c4d345d65b61fe
출처 데이터셋
uspto-grants-2001_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06313310B1

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