Potassium Carbonate → Potassium 5-(4'-{[5-({1-[({[(5R)-5,6-bis(nitrooxy)hexyl]oxy}carbonyl)oxy]ethoxy}-carbonyl)-2-butyl-4-chloro-1H-imidazol-1-yl]methyl}biphenyl-2-yl)tetrazol-1-ide

HRID 1361906노트

반응식

HRID 1361906 반응식
C(=O)([O-])[O-].[K+:5].[K+].[CH2:7]([C:11]1[N:12]([CH2:40][C:41]2[CH:46]=[CH:45][C:44]([C:47]3[CH:52]=[CH:51][CH:50]=[CH:49][C:48]=3[C:53]3[NH:57][N:56]=[N:55][N:54]=3)=[CH:43][CH:42]=2)[C:13]([C:17]([O:19][CH:20]([O:22][C:23]([O:25][CH2:26][CH2:27][CH2:28][CH2:29][C@@H:30]([O:36][N+:37]([O-:39])=[O:38])[CH2:31][O:32][N+:33]([O-:35])=[O:34])=[O:24])[CH3:21])=[O:18])=[C:14]([Cl:16])[N:15]=1)[CH2:8][CH2:9][CH3:10]>CC(O)C>[N+:37]([O:36][C@@H:30]([CH2:31][O:32][N+:33]([O-:35])=[O:34])[CH2:29][CH2:28][CH2:27][CH2:26][O:25][C:23]([O:22][CH:20]([O:19][C:17]([C:13]1[N:12]([CH2:40][C:41]2[CH:42]=[CH:43][C:44]([C:47]3[CH:52]=[CH:51][CH:50]=[CH:49][C:48]=3[C:53]3[N-:57][N:56]=[N:55][N:54]=3)=[CH:45][CH:46]=2)[C:11]([CH2:7][CH2:8][CH2:9][CH3:10])=[N:15][C:14]=1[Cl:16])=[O:18])[CH3:21])=[O:24])([O-:39])=[O:38].[K+:5]

참가 물질

4

반응물 2

HCID 11430Potassium CarbonateHCID 178441694HCID 178441694, 화합물

생성물 1

HCID 86622532Potassium 5-(4'-{[5-({1-[({[(5R)-5,6-bis(nitrooxy)hexyl]oxy}carbonyl)oxy]ethoxy}-carbonyl)-2-butyl-4-chloro-1H-imidazol-1-yl]methyl}biphenyl-2-yl)tetrazol-1-ide

시약·촉매·용매 1

HCID 3776Isopropanol용매

반응 조건

온도
25 °C

실험 절차

Potassium carbonate (945 mg, 6.84 mmol) was added to a stirred solution of 1-[({[(5R)-5,6-bis(nitrooxy)hexyl]oxy}carbonyl)oxy]ethyl 2-butyl-4-chloro-1-{[2′-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl}-1H-imidazole-5-carboxylate (250 mg, 0.34 mmol) in IPA (6.8 mL). The solution was stirred at 25° C. for 3 h. The reaction mixture was filtered and the filtrate was concentrated in vacuo. The residue was redissolved in DCM (6 mL). Heptane was added until the compound began to precipitate. The solution was concentrated in vacuo to give the title compound as a white solid. 1H NMR (500 MHz, CD3CN) δ 7.72-7.68 (m, 1H), 7.40-7.33 (m, 2H), 7.33-7.28 (m, 1H), 7.12 (d, J=8.5 Hz, 2H), 6.87 (d, J=8.0 Hz, 2H), 6.88-6.82 (m, 1H), 5.47 (s, 2H), 5.32 (ddd, J=13.0, 6.5, 2.5 Hz, 1H), 4.79 (dd, J=13.0, 2.5 Hz, 1H), 4.55 (dd, J=13.0, 6.5 Hz, 1H), 4.08 (td, J=6.5, 3.0 Hz, 2H), 1.71 (q, J=13.0, 7.7 Hz, 2H), 1.61 (hex, J=22.0, 14.5, 7.0 Hz, 4H), 1.50 (d, J=5.5 Hz, 3H) 1.49-1.37 (m, 2H), 1.35-1.26 (m, 2H), 0.85 (t, J=7.5 Hz, 3H); LCMS (M+H) found 731.1.

후처리

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo
  3. dissolutionThe residue was redissolved in DCM (6 mL)
  4. additionHeptane was added until the compound
  5. customto precipitate
  6. concentrationThe solution was concentrated in vacuo

출처 및 근거

ORD 기록
ord-d165420ddb1d4af49ab6b4302d7f563a
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07880014B2

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