Diisopropylethylamine → HCID 86634073、化合物

HRID 1041723ノート

反応式

HRID 1041723 の反応式
[NH2:1][C:2]1[C:10]([CH3:11])=[CH:9][C:8]([CH3:12])=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].[CH3:13]CN(C(C)C)C(C)C.[Cl:22][C:23]1[N:28]=[C:27](Cl)[C:26]([Cl:30])=[CH:25][N:24]=1>CS(C)=O.C(Cl)Cl>[Cl:22][C:23]1[N:28]=[C:27]([NH:1][C:2]2[C:10]([CH3:11])=[CH:9][C:8]([CH3:12])=[CH:7][C:3]=2[C:4]([NH:6][CH3:13])=[O:5])[C:26]([Cl:30])=[CH:25][N:24]=1

参加物

6

反応物 3

HCID 81531DiisopropylethylamineHCID 2372592,4,5-TrichloropyrimidineHCID 122648222-Amino-3,5-dimethylbenzamide

生成物 1

HCID 86634073HCID 86634073、化合物

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 6344Dichloromethane溶媒

実験手順

A solution of 2-amino-3,5-dimethyl-benzamide (573 mg), DIEA (580 mL), and 2,4,5-trichloropyrimidine (660 mg) in DMSO was heated at 65° C. for 4.5 h, then diluted with DCM, washed with brine twice, dried over sodium sulfate, and concentrated in vacuo. The residue was purified by silica gel chromatography to provide 460 mg of 2-(2,5-dichloropyrimidin-4-ylamino)-3,5,N-trimethyl-benzamide: 1H NMR (300 MHz, CDCl3) δ 9.3 (bs, 1H), 8.2 (s, 1H), 7.3 (s, 1H), 7.2 (s, 1H), 6.2 (bs, 1H), 3.0 (d, 3H), 2.4 (s, 3H), 2.3 (s, 3H).

後処理

  1. washwashed with brine twice
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified by silica gel chromatography

出典と根拠

ORDレコード
ord-f1799136b0b143188195167651e089ce
出典データセット
uspto-grants-2013_10
特許番号
US08552186B2

反応ノート

読み込み中…