Diisopropylethylamine → HCID 86634081, 화합물

HRID 1041747노트

반응식

HRID 1041747 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

HCID 86634081HCID 86634081, 화합물수율 66.5%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 6344Dichloromethane용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-2c4c06ca27224c558000697d9240e1e5
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08552186B2

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