Diisopropylethylamine → HCID 59451431、化合物

HRID 1875015ノート

反応式

HRID 1875015 の反応式
[NH2:1][CH2:2][C:3]1[C:4]([F:20])=[C:5]([O:10][C:11]2[CH:12]=[C:13]([CH:16]=[C:17]([Cl:19])[CH:18]=2)[C:14]#[N:15])[C:6]([Cl:9])=[CH:7][CH:8]=1.[Cl:21][C:22]1[CH:30]=[C:29]([Cl:31])[CH:28]=[C:27]2[C:23]=1[CH:24]=[C:25]([C:32](Cl)=[O:33])[NH:26]2.C(N(C(C)C)CC)(C)C>ClCCl.O>[Cl:21][C:22]1[CH:30]=[C:29]([Cl:31])[CH:28]=[C:27]2[C:23]=1[CH:24]=[C:25]([C:32]([NH:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([Cl:9])=[C:5]([O:10][C:11]3[CH:12]=[C:13]([C:14]#[N:15])[CH:16]=[C:17]([Cl:19])[CH:18]=3)[C:4]=1[F:20])=[O:33])[NH:26]2

参加物

6

反応物 3

HCID 81531DiisopropylethylamineHCID 28007564,6-dichloro-1H-indole-2-carbonyl chlorideHCID 594513923-{[3-(Aminomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrile

生成物 1

HCID 59451431HCID 59451431、化合物収率 82.4%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 3-{[3-(aminomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrile (0.050 g, 0.16 mmol) in dichloromethane (1.5 mL) was added 4,6-dichloro-1H-indole-2-carbonyl chloride (0.060 g, 0.24 mmol) and diisopropylethylamine (0.031 g, 0.24 mmol). The resulting suspension was stirred at RT for 45 min. The reaction mixture was diluted with dichloromethane and water. A solid precipitated which was filtered and dried under vacuum to give the title compound (0.069 g, 82%) as an off-white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 12.12 (br. s., 1H), 9.20 (br. s., 1H), 7.77-7.78 (m, 1H), 7.41-7.52 (m, 3H), 7.33-7.41 (m, 2H), 7.23-7.32 (m, 1H), 7.19-7.20 (m, 1H), 4.54 (s, 2H). ES-LCMS: m/z 522 (M−H).

後処理

  1. customA solid precipitated which
  2. filtrationwas filtered
  3. customdried under vacuum

出典と根拠

ORDレコード
ord-f224d5f9c6d8439c88dfb3ee7aa25174
出典データセット
uspto-grants-2012_11
特許番号
US08304419B2

反応ノート

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