2-(Methoxymethyl)benzeneboronic acid → HCID 66712215、化合物

HRID 1262084

反応式

HRID 1262084 の反応式
Br[C:2]1[N:10]2[C:5]([CH:6]=[N:7][C:8]([NH:11][C:12]3[CH:17]=[CH:16][C:15]([N:18]4[CH2:23][CH2:22][CH:21]([N:24]5[CH2:29][CH2:28][N:27]([CH3:30])[CH2:26][CH2:25]5)[CH2:20][CH2:19]4)=[CH:14][C:13]=3[O:31][CH3:32])=[N:9]2)=[CH:4][CH:3]=1.[CH3:33][O:34][CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=1B(O)O>>[CH3:33][O:34][CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=1[C:2]1[N:10]2[C:5]([CH:6]=[N:7][C:8]([NH:11][C:12]3[CH:17]=[CH:16][C:15]([N:18]4[CH2:19][CH2:20][CH:21]([N:24]5[CH2:25][CH2:26][N:27]([CH3:30])[CH2:28][CH2:29]5)[CH2:22][CH2:23]4)=[CH:14][C:13]=3[O:31][CH3:32])=[N:9]2)=[CH:4][CH:3]=1

参加物

3

反応物 2

HCID 37594082-(Methoxymethyl)benzeneboronic acidHCID 66711255(7-Bromo-pyrrolo[2,1-f][1,2,4]triazin-2-yl)-{2-methoxy-4-[4-(4-methyl-piperazin-1-yl)-piperidin-1-yl]-phenyl}-amine

生成物 1

HCID 66712215HCID 66712215、化合物収率 52.3%

実験手順

Following the procedure of example 532 (D), (7-Bromo-pyrrolo[2,1-f][1,2,4]triazin-2-yl)-{2-methoxy-4-[4-(4-methyl-piperazin-1-yl)-piperidin-1-yl]-phenyl}-amine (0.062 g, 0.00012 mol) and 2-Methoxymethyl phenylboronic acid (0.0226 g, 0.000132 mol) were reacted. Purification by prep plate chromatography gave [7-(2-Methoxymethyl-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl]-{2-methoxy-4-[4-(4-methyl-piperazin-1-yl)-piperidin-1-yl]-phenyl}-amine (0.034 g, 51%) as a tan solid MP: 96-101 C; 1H-NMR (DMSO-d6, 400 MHz) δ 8.92 (s, 1H), 7.65-7.62 (m, 2H), 7.55 (m, 2H), 7.47-7.45 (t, 2H, J=3.56 Hz), 6.94-6.87 (q, 2H, J=4.56 Hz), 6.61-6.60 (d, 1H, J=2.28 Hz), 6.42-6.38 (d, 1H), 6.30-6.27 (d, 1H), 4.33 (s, 2H), 3.81 (s, 3H), 3.64-3.61 (d, 2H) 3.17 (s, 3H), 2.67-2.57 (m, 6H), 2.33 (br, 5H), 2.16 (s, 3H), 1.84-1.81 (m, 2H), 1.50-1.48 (m, 2H), 1.23-1.17 (br, 3H).

後処理

  1. customwere reacted
  2. customPurification by prep plate chromatography

出典と根拠

ORDレコード
ord-efc5de54e9d94430b367a51ba70dbc79
出典データセット
uspto-grants-2013_06
特許番号
US08471005B2

関連ノート

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