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Methylhydrazine → HCID 71244788、化合物

HRID 80840
ノート
印刷プレビュー

反応式

HRID 80840 の反応式
[CH:1]1([C:4](=O)[CH2:5][C:6]([N:8]2[CH2:48][CH2:47][C:11]3[N:12]=[C:13]([C:26]4[C:34]([CH3:35])=[CH:33][CH:32]=[C:31]5[C:27]=4[C:28]([CH3:46])=[N:29][N:30]5[S:36]([C:39]4[CH:45]=[CH:44][C:42]([CH3:43])=[CH:41][CH:40]=4)(=[O:38])=[O:37])[N:14]=[C:15]([N:16]4[CH2:21]C[C@@H](OC)[C:18](C)(C)[CH2:17]4)[C:10]=3[CH2:9]2)=O)[CH2:3][CH2:2]1.[CH2:50]1[CH2:54][O:53][CH2:52][CH2:51]1.[CH3:55][NH:56][NH2:57].[CH3:58]OC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=S)=CC=1>N1C=CC=CC=1>[CH:1]1([C:4]2[CH:5]=[C:6]([N:8]3[CH2:48][CH2:47][C:11]4[N:12]=[C:13]([C:26]5[C:34]([CH3:35])=[CH:33][CH:32]=[C:31]6[C:27]=5[C:28]([CH3:46])=[N:29][N:30]6[S:36]([C:39]5[CH:45]=[CH:44][C:42]([CH3:43])=[CH:41][CH:40]=5)(=[O:38])=[O:37])[N:14]=[C:15]([N:16]5[CH2:17][CH2:18][C@@H:54]([O:53][CH3:52])[C:50]([CH3:51])([CH3:58])[CH2:21]5)[C:10]=4[CH2:9]3)[N:56]([CH3:55])[N:57]=2)[CH2:2][CH2:3]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 6061MethylhydrazineHCID 8028TetrahydrofuranHCID 87949Lawesson's reagentHCID 86690285(R)-1-cyclopropyl-3-(2-(3,5-dimethyl-1-tosyl-1H-indazol-4-yl)-4-(4-methoxy-3,3-dimethylpiperidin-1-yl)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)propane-1,3-dione

生成物 1

HCID 71244788HCID 71244788、化合物

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
125 °C

実験手順

A microwave vial was charged with (R)-1-cyclopropyl-3-(2-(3,5-dimethyl-1-tosyl-1H-indazol-4-yl)-4-(4-methoxy-3,3-dimethylpiperidin-1-yl)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)propane-1,3-dione (0.563 g, 0.82 mmol) and THF (5 mL) and placed under a nitrogen atmosphere. Methyl hydrazine (87 μL, 1.64 mmol), pyridine (0.25 mL) and Lawesson's reagent (0.366 g, 0.90 mmol) were then added in sequence. The vessel was sealed and heated at 125° C. in a microwave reactor for 12 min. At that point the reaction mixture was concentrated and the residue was purified via FCC (0-10% MeOH/DCM; 10% NH4OH in DCM) to obtain the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.56-8.61 (m, 1H), 8.05 (d, J=8.6 Hz, 1 H), 7.79 (d, J=8.3 Hz, 2 H), 7.56 (d, J=8.8 Hz, 1 H), 7.38 (d, J=8.6 Hz, 2 H), 5.52 (s, 1 H), 4.08 (d, J=13.4 Hz, 1 H), 3.96 (d, J=15.4 Hz, 1 H), 3.61-3.69 (m, 1 H), 3.55 (s, 3 H), 3.28-3.31 (m, 2 H), 3.26 (s, 3 H), 3.04 (t, J=10.2 Hz, 1 H), 2.94-2.99 (m, 1 H), 2.82-2.92 (m, 2 H), 2.33 (s, 3 H), 2.19 (s, 3 H), 1.86-1.94 (m, 1 H), 1.83 (s, 3 H), 1.67-1.78 (m, 1 H), 1.45-1.58 (m, 1 H), 0.91 (s, 3 H), 0.74-0.83 (m, 5H), 0.50-0.58 (m, 2 H); MS (ESI+) m/z 695.6 (M+H)+.

後処理

  1. customThe vessel was sealed
  2. concentrationAt that point the reaction mixture was concentrated
  3. customthe residue was purified via FCC (0-10% MeOH/DCM; 10% NH4OH in DCM)

出典と根拠

ORDレコード
ord-0536606c9ad24562846f7d551e95a880
出典データセット
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08846656B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート