Ethyl Acetate → HCID 178502405, 화합물

HRID 716537

반응식

HRID 716537 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][CH:9]1[C:13]1[NH:14][CH:15]=[C:16](Br)[N:17]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:19][O:20][C:21](=[O:62])[NH:22][C@H:23]([C:27]([N:29]1[CH2:33][CH2:32][CH2:31][C@H:30]1[C:34]1[NH:35][CH:36]=[C:37]([C:39]2[CH:44]=[CH:43][C:42]([C:45]3[C:46]4[S:52][CH:51]=[C:50](B5OC(C)(C)C(C)(C)O5)[C:47]=4[S:48][CH:49]=3)=[CH:41][CH:40]=2)[N:38]=1)=[O:28])[CH:24]([CH3:26])[CH3:25].C(=O)([O-])[O-].[Na+].[Na+].C(OCC)(=O)C>CN(C=O)C.O.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[C:13]1[NH:17][C:16]([C:50]2[C:47]3[S:48][CH:49]=[C:45]([C:42]4[CH:41]=[CH:40][C:39]([C:37]5[N:38]=[C:34]([C@@H:30]6[CH2:31][CH2:32][CH2:33][N:29]6[C:27](=[O:28])[C@@H:23]([NH:22][C:21]([O:20][CH3:19])=[O:62])[CH:24]([CH3:25])[CH3:26])[NH:35][CH:36]=5)=[CH:44][CH:43]=4)[C:46]=3[S:52][CH:51]=2)=[CH:15][N:14]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

8

반응물 4

HCID 8857Ethyl AcetateHCID 10340Sodium CarbonateHCID 178451675HCID 178451675, 화합물HCID 178502401HCID 178502401, 화합물

생성물 1

HCID 178502405HCID 178502405, 화합물수율 59%

시약·촉매·용매 3

HCID 178418397HCID 178418397, 화합물촉매HCID 962Water용매2회HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

To a degassed mixture of compounds 48 (1.10 mmol), 50 (1.10 mmol), and sodium carbonate (4.42 mmol) in a mixture of DMF and water (33 mL/3 mL) was added Pd(PPh3)4 (0.11 mmol). The reaction mixture was heated at 80° C. for 2 hrs. Ethyl acetate and water were added. The dried organic layers were evaporated in vacuo and the residue was purified by silica gel chromatography (eluent: DCM first; then DCM/MeOH 9/1) to give compound 51 as a beige solid in 59% yield. MS (ESI, EI+) m/z=744 (MH+).

후처리

  1. customThe dried organic layers were evaporated in vacuo
  2. customthe residue was purified by silica gel chromatography (eluent

출처 및 근거

ORD 기록
ord-ac9f91b670104e338315957f892a1d2d
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09187496B2

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