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 1530672ノート

反応式

HRID 1530672 の反応式
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

参加物

5

反応物 4

HCID 702EthanolHCID 81531DiisopropylethylamineHCID 683128761-Benzyl-3-hydrazinylpiperidine trifluoroacetic acid saltHCID 68313024HCID 68313024、化合物

生成物 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

実験手順

(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

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux

出典と根拠

ORDレコード
ord-2a52ff80fac4446bbda8ce3b8ddbd6cf
出典データセット
uspto-grants-2015_07
特許番号
US09090628B2

反応ノート

読み込み中…