Ethanol → 9-(1-(1-benzylpiperidin-3-yl)-1H-pyrazol-5-yl)-2-(1-isopropyl-3-methyl-1H-1,2,4-triazol-5-yl)-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine

HRID 1530672노트

반응식

HRID 1530672 반응식
CN(C)/[CH:3]=[CH:4]/[C:5]([C:7]1[CH:29]=[CH:28][C:10]2[C:11]3[N:12]([CH:16]=[C:17]([C:19]4[N:23]([CH:24]([CH3:26])[CH3:25])[N:22]=[C:21]([CH3:27])[N:20]=4)[N:18]=3)[CH2:13][CH2:14][O:15][C:9]=2[CH:8]=1)=O.FC(F)(F)C(O)=O.[CH2:38]([N:45]1[CH2:50][CH2:49][CH2:48][CH:47]([NH:51][NH2:52])[CH2:46]1)[C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1.C(N(CC)C(C)C)(C)C.C(O)C>>[CH2:38]([N:45]1[CH2:50][CH2:49][CH2:48][CH:47]([N:51]2[C:5]([C:7]3[CH:29]=[CH:28][C:10]4[C:11]5[N:12]([CH:16]=[C:17]([C:19]6[N:23]([CH:24]([CH3:25])[CH3:26])[N:22]=[C:21]([CH3:27])[N:20]=6)[N:18]=5)[CH2:13][CH2:14][O:15][C:9]=4[CH:8]=3)=[CH:4][CH:3]=[N:52]2)[CH2:46]1)[C:39]1[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=1

참가 물질

5

반응물 4

HCID 702EthanolHCID 81531DiisopropylethylamineHCID 683128761-Benzyl-3-hydrazinylpiperidine trifluoroacetic acid saltHCID 68313024HCID 68313024, 화합물

생성물 1

HCID 683131799-(1-(1-benzylpiperidin-3-yl)-1H-pyrazol-5-yl)-2-(1-isopropyl-3-methyl-1H-1,2,4-triazol-5-yl)-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine

실험 절차

(E)-3-(dimethylamino)-1-(2-(1-isopropyl-3-methyl-1H-1,2,4-triazol-5-yl)-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepin-9-yl)prop-2-en-1-one (0.366 g, 0.000901 mol), 1-benzyl-3-hydrazinylpiperidine trifluoroacetic acid salt (0.376 g, 0.00135 mol), and N,N-Diisopropylethylamine (0.392 mL, 0.00225 mol) was mixed in Ethanol (9 mL, 0.2 mol). The reaction mixture was heated to reflux and was stirred overnight. LCMS showed complete conversion to desired product. The reaction mixture was cooled to room temperature and concentrated to dryness and purified by rHPLC to give 9-(1-(1-benzylpiperidin-3-yl)-1H-pyrazol-5-yl)-2-(1-isopropyl-3-methyl-1H-1,2,4-triazol-5-yl)-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux

출처 및 근거

ORD 기록
ord-2a52ff80fac4446bbda8ce3b8ddbd6cf
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09090628B2

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