Diisopropylethylamine → HCID 131726981、化合物

HRID 2217316

反応式

HRID 2217316 の反応式
[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH2:12]C2C=C(C=CN=2)C(O)=O)=[N:4][NH:3]1.[CH:22]1([C:28]([N:30]2[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]2)=[O:29])[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1.CN(C(O[N:44]1N=N[C:46]2[CH:47]=[CH:48][CH:49]=[CH:50][C:45]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(C(C)C)CC)(C)C.CC[O:71]C(C)=O.CO>>[CH:22]1([C:28]([N:30]2[CH2:31][CH2:32][N:33]([C:12]([C:5]3[C:6]4[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=4)[C:2](=[O:1])[N:3]([CH2:50][C:49]4[CH:48]=[CH:47][CH:46]=[CH:45][N:44]=4)[N:4]=3)=[O:71])[CH2:34][CH2:35]2)=[O:29])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27]1

参加物

6

反応物 5

HCID 81531DiisopropylethylamineHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 34375021-(Cyclohexylcarbonyl)piperazineHCID 21584119Ethylacetate methanolHCID 59767741HCID 59767741、化合物

生成物 1

HCID 131726981HCID 131726981、化合物

実験手順

To a stirred solution of 2-(4-oxo-3,4-dihydro-phthalazin-1-ylmethyl)-isonicotinic acid (iva) (0.25 g, 0.89 mol) in diemthylacetamide (2 mL) was added cyclohexyl-piperazin-1-yl-methanone (0.20 g, 1.0 mmol) followed by HBTU (0.38 g, 1.0 mmol) and diisopropyl ethyl amine (0.35 mL, 20.0 mmol) and stirred. The reaction mixture was then concentrated in vacuo and resulting oil subjected to flash chromatography eluent 9:1 EtOAc/MeOH. (rf of 0.3) The titled compound was isolated as a white solid. Single peak in LC-MS analysis, (0.18 g, 56%); m/z (LC-MS, ESP), RT=4.07 mins, (M+H)=460; 1H NMR (300 MHz) 12.57 (1H, S-NH), 8.56 (1H, d, J 5.1 Hz), 8.26 (1H, dd, J 1.5, 8.1 Hz), 7.95-7.80 (3H, m), 7.38 (1H, S), 7.25 (1H, d, J 5.7 Hz), 4.51 (2H, S), 3.56-3.17 (8H, m), 2.58 (1H, m), 1.71-1.61 (5H, m), 1.38-1.22 (5H, m).

後処理

  1. concentrationThe reaction mixture was then concentrated in vacuo
  2. customresulting oil

出典と根拠

ORDレコード
ord-4ff2aa88688a40b190589f80c97e9b7e
出典データセット
uspto-grants-2008_08
特許番号
US07407957B2

関連ノート

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