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Dimethylformamide → HCID 77581280, 화합물

HRID 1728147
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HRID 1728147 반응식
[C:1]([CH:3]1C[CH2:4]1)#[CH:2].[Cl:6][C:7]1[CH:12]=[C:11]2[NH:13][C:14](=[O:40])[C:15]3([CH:20]([C:21]4[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[CH:22]=4)[CH2:19][C:18](=[O:28])[NH:17][CH:16]3[C:29]3[CH:34]=[C:33](I)[CH:32]=[CH:31][C:30]=3[O:36][CH2:37][CH2:38][OH:39])[C:10]2=[CH:9][CH:8]=1.C(N([CH2:46][CH3:47])CC)C.[CH3:48]N(C)C=O>[Cu]I>[Cl:6][C:7]1[CH:12]=[C:11]2[NH:13][C:14](=[O:40])[C:15]3([CH:20]([C:21]4[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[CH:22]=4)[CH2:19][C:18](=[O:28])[NH:17][CH:16]3[C:29]3[CH:34]=[C:33]([C:2]#[C:1][CH:3]([CH:47]4[CH2:46][CH2:48]4)[CH3:4])[CH:32]=[CH:31][C:30]=3[O:36][CH2:37][CH2:38][OH:39])[C:10]2=[CH:9][CH:8]=1
참가 물질실험 절차출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 138823CyclopropylacetyleneHCID 76567917HCID 76567917, 화합물

생성물 1

HCID 77581280HCID 77581280, 화합물수율 62%

시약·촉매·용매 1

HCID 24350
Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)
촉매

실험 절차

In a manner similar to the method described in example 209, ethynylcyclopropane (0.16 g, 2.4 mmol) was used in place of 3,3-dimethyl-1-butyne to react with racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-[5-iodo-2-(2-hydroxy-ethoxy)-phenyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (0.15 g, 0.24 mmol) prepared in Example 190c, CuI (3 mg), triethylamine (1 mL, 7.2 mmol), and dichlorobis(triphenylphosphine)palladium(0) (8.4 mg, 0.012 mmol) in anhydrous N,N-dimethylformamide to give racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-[5-(3-cyclopropyl-1-butynyl)-2-(2-hydroxy-ethoxy)-phenyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione as a white solid (Yield 84 mg, 62%)

출처 및 근거

ORD 기록
ord-af2c7c37887a4d46a5efd1781e4a8d4b
출처 데이터셋
uspto-grants-2009_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07495007B2

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