2-Methoxyethylamine → (2-Amino-5-bromo-pyridin-3-yl)-[6-(2-methoxy-ethylamino)-pyridin-3-yl]-methanone

HRID 901421ノート

反応式

HRID 901421 の反応式
[NH2:1][C:2]1[C:7]([C:8]([C:10]2[CH:11]=[N:12][C:13](F)=[CH:14][CH:15]=2)=[O:9])=[CH:6][C:5]([Br:17])=[CH:4][N:3]=1.[CH3:18][O:19][CH2:20][CH2:21][NH2:22].C(N(CC)CC)C>CCO.O>[NH2:1][C:2]1[C:7]([C:8]([C:10]2[CH:11]=[N:12][C:13]([NH:22][CH2:21][CH2:20][O:19][CH3:18])=[CH:14][CH:15]=2)=[O:9])=[CH:6][C:5]([Br:17])=[CH:4][N:3]=1

参加物

6

反応物 3

HCID 80182-MethoxyethylamineHCID 8471TriethylamineHCID 59699837(2-Amino-5-bromo-pyridin-3-yl)-(6-fluoro-pyridin-3-yl)methanone

生成物 1

HCID 59699788(2-Amino-5-bromo-pyridin-3-yl)-[6-(2-methoxy-ethylamino)-pyridin-3-yl]-methanone収率 86%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

A solution of (2-amino-5-bromo-pyridin-3-yl)-(6-fluoro-pyridin-3-yl)-methanone, 2-methoxyethylamine (1 equiv.) and triethylamine (1.2 equiv.) in absolute EtOH (0.17 M) was sealed in a Smith process vial. The reaction was run in a Personal Chemistry® microwave reactor at 160° C. for 900 s. The mixture was diluted with water, and the resulting precipitate was filtered off, washed with water, and dried in vacuo to give (2-amino-5-bromo-pyridin-3-yl)-[6-(2-methoxy-ethylamino)-pyridin-3-yl]-methanone as a yellow solid (86% yield). 1H NMR (DMSO-d6): δ 8.28 (d, J=2.5 Hz, 1H), 8.23 (d, J=2.5 Hz, 1H), 7.75 (d, J=2.5 Hz, 1H), 7.69 (dd, J=2.0, 9.0 Hz, 1H), 7.64 (broad s, 1H), 7.12 (broad s, 2H), 6.59 (d, J=9.5 Hz, 1H), 3.51 (t, J=4.5 Hz, 2H), 3.47 (t, J=4.5 Hz, 2H), 3.26 (s, 3H); HPLC/MS m/z: 351, 353 [MH]+.

後処理

  1. filtrationthe resulting precipitate was filtered off
  2. washwashed with water
  3. customdried in vacuo

出典と根拠

ORDレコード
ord-540124b299d548e2a9336b5ff62bd2d1
出典データセット
uspto-grants-2008_04
特許番号
US07361763B2

反応ノート

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