Potassium Carbonate → potassium [2-butyl-5-chloro-3-[[4-[2-(1,2,4-triaza-3-azanidacyclopenta-1,4-dien-5-yl)phenyl]phenyl]methyl]imidazol-4-yl]methyl (5R)-5,6-dinitrooxyhexanoate

HRID 1173002노트

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HRID 1173002 반응식
[N+:1]([O:4][C@@H:5]([CH2:41][O:42][N+:43]([O-:45])=[O:44])[CH2:6][CH2:7][CH2:8][C:9]([O:11][CH2:12][C:13]1[N:17]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[C:31]3[N:32]=[N:33][NH:34][N:35]=3)=[CH:21][CH:20]=2)[C:16]([CH2:36][CH2:37][CH2:38][CH3:39])=[N:15][C:14]=1[Cl:40])=[O:10])([O-:3])=[O:2].C(=O)([O-])[O-].[K+:50].[K+]>CC(O)C>[N+:1]([O:4][C@@H:5]([CH2:41][O:42][N+:43]([O-:45])=[O:44])[CH2:6][CH2:7][CH2:8][C:9]([O:11][CH2:12][C:13]1[N:17]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[C:31]3[N:32]=[N:33][N-:34][N:35]=3)=[CH:21][CH:20]=2)[C:16]([CH2:36][CH2:37][CH2:38][CH3:39])=[N:15][C:14]=1[Cl:40])=[O:10])([O-:3])=[O:2].[K+:50]

참가 물질

4

반응물 2

HCID 11430Potassium CarbonateHCID 24958723HCID 24958723, 화합물

생성물 1

HCID 140552336potassium [2-butyl-5-chloro-3-[[4-[2-(1,2,4-triaza-3-azanidacyclopenta-1,4-dien-5-yl)phenyl]phenyl]methyl]imidazol-4-yl]methyl (5R)-5,6-dinitrooxyhexanoate

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

To a mixture of (2-butyl-4-chloro-1-{[2′-(2H-tetrazol-5-yl)biphenyl-4-yl]methyl}-1H-imidazol-5-yl)methyl (5R)-5,6-bis(nitrooxy)hexanoate (349.3 mg, 0.543 mmol) and potassium carbonate (922.7 mg, 6.68 mmol) was added 2-propanol (25 mL). After 30 minutes, the reaction mixture was filtered and concentrated in vacuo. More washings of the residual solids were performed with ethyl acetate, and the product was precipitated with hexanes. Repeating the cycle twice and drying of the solid in vacuo afforded the title compound as a white solid. 1H NMR (500 MHz, CD3CN) δ 7.62 (dd, J=1.3, 7.3 Hz, 1H), 7.39 (dt, J=1.6, 7.4 Hz, 1H), 7.36 (dt, J=1.6, 7.3 Hz, 1H), 7.31 (dd, J=1.7, 7.4 Hz, 1H), 7.14 (d, J=8.2 Hz, 2H), 6.83 (d, J=8.2 Hz, 2H), 5.27 (dq, J=2.6, 6.4 Hz, 1H), 5.13 (s, 2H), 4.96 (s, 2H), 4.76 (dd, J=2.6, 12.9 Hz, 1H), 4.51 (dd, J=6.1, 12.9 Hz, 1H), 2.54 (t, J=7.7 Hz, 2H), 2.05 (dt, J=1.8, 7.1 Hz, 2H), 1.48-1.68 (m, 6H), 1.30 (pent, J=7.5 Hz, 2H), 0.85 (t, J=7.3 Hz, 3H). LCMS: m/e 643.2 (M+H).

후처리

  1. filtrationthe reaction mixture was filtered
  2. concentrationconcentrated in vacuo
  3. customthe product was precipitated with hexanes
  4. customRepeating the cycle twice and drying of the solid in vacuo

출처 및 근거

ORD 기록
ord-ad5f1171dcfc4f3eaaec841421705c6d
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07834042B2

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