N,N-Diethyl-2-propanamine → 5-bromo-N3-(2-chloro-3,6-difluorobenzyl)pyrazine-2,3-diamine

HRID 80535

反応式

HRID 80535 の反応式
[NH2:1][C:2]1[C:7](Br)=[N:6][C:5]([Br:9])=[CH:4][N:3]=1.[Cl:10][C:11]1[C:18]([F:19])=[CH:17][CH:16]=[C:15]([F:20])[C:12]=1[CH2:13][NH2:14].C(N(C(C)C)CC)C>CCCCO>[Br:9][C:5]1[N:6]=[C:7]([NH:14][CH2:13][C:12]2[C:15]([F:20])=[CH:16][CH:17]=[C:18]([F:19])[C:11]=2[Cl:10])[C:2]([NH2:1])=[N:3][CH:4]=1

参加物

5

反応物 3

HCID 521913N,N-Diethyl-2-propanamineHCID 6200042-Amino-3,5-dibromopyrazineHCID 27735452-Chloro-3,6-difluorobenzylamine

生成物 1

HCID 866594195-bromo-N3-(2-chloro-3,6-difluorobenzyl)pyrazine-2,3-diamine収率 70%

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

実験手順

A solution of 2-amino-3,5-dibromopyrazine (29 mmol, 7.35 g), 2-chloro-3,6-difluorobenzylamine (29 mmol, 5.16 g), and N, N-diethylisopropylamine (32 mmol, 5.6 mL) in n-BuOH (20 mL) was refluxed for 72 hrs. After volatile components were removed on rotavap, EtOAc and water were added to the residue to facilitate the extraction. The combined organic layers were combined, dried, concentrated, and then subjected to a silica gel column chromatography by using hexanes/EtOAc (4:1) as eluents, furnishing 5-bromo-N3-(2-chloro-3,6-difluorobenzyl)pyrazine-2,3-diamine in 70% yield (7.14 g).

後処理

  1. customAfter volatile components were removed on rotavap
  2. additionEtOAc and water were added to the residue
  3. extractionthe extraction
  4. customdried
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-d71052b2363c431a8a193624a3f04fd1
出典データセット
uspto-grants-2014_09
特許番号
US08846664B2

関連ノート

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