Diisopropylethylamine → HCID 86634081、化合物

HRID 1688089ノート

反応式

HRID 1688089 の反応式
[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[NH2:12].[Cl:13][C:14]1[N:19]=[C:18](Cl)[C:17]([Cl:21])=[CH:16][N:15]=1.CCN(C(C)C)C(C)C>CS(C)=O.C(Cl)Cl>[Cl:13][C:14]1[N:19]=[C:18]([NH:12][C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[O:5][CH2:4][CH2:3][O:2][CH3:1])[C:17]([Cl:21])=[CH:16][N:15]=1

参加物

6

反応物 3

HCID 81531DiisopropylethylamineHCID 2372592,4,5-TrichloropyrimidineHCID 30183712-(2-Methoxyethoxy)aniline

生成物 1

HCID 86634081HCID 86634081、化合物収率 66.5%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 6344Dichloromethane溶媒

実験手順

A solution of 2-(2-methoxy-ethoxy)-phenylamine (800 mg) in DMSO (15 mL) was treated with 2,4,5-trichloropyrimidine (1.1 g) and DIEA (1.8 mL) for 16 hours. The mixture was diluted with DCM (50 mL) and washed with brine three times. The organic layer was dried over sodium sulfate and concentrated. Silica gel chromatography provided 1.0 g of (2,5-dichloro-pyrimidin-4-yl)-[2-(2-methoxy-ethoxy)-phenyl]-amine: 1H NMR (300 MHz, CDCl3) δ8.48 (d, 1H), 8.28 (bs, 1H), 8.19 (s, 1H), 7.06 (m, 2H), 6.95 (d, 1H), 4.20 (t, 2H), 3.75 (t, 2H), 3.42 (s, 3H); MS (m/e) 314 (M+1).

後処理

  1. washwashed with brine three times
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-e599095a56ae4144a2a49bfe737e768a
出典データセット
uspto-grants-2012_04
特許番号
US08148391B2

反応ノート

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