2-(1,2,3,4-Tetrahydroisoquinolin-2-yl)ethan-1-amine → N-[2-(4-Benzylpiperidin-1-yl)ethyl]-N'-(2-methylquinolin-4-yl)pyrimidine-4,6-diamine

HRID 914998

반응식

HRID 914998 반응식
[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][N:2]1[CH2:11][CH2:12][NH2:13].Cl[C:15]1[N:20]=[CH:19][N:18]=[C:17]([NH:21][C:22]2[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[N:25]=[C:24]([CH3:32])[CH:23]=2)[CH:16]=1.[CH:33](N(C(C)C)CC)([CH3:35])[CH3:34]>CCCCO>[CH2:6]([CH:5]1[CH2:10][CH2:1][N:2]([CH2:11][CH2:12][NH:13][C:15]2[CH:16]=[C:17]([NH:21][C:22]3[C:31]4[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=4)[N:25]=[C:24]([CH3:32])[CH:23]=3)[N:18]=[CH:19][N:20]=2)[CH2:3][CH2:4]1)[C:7]1[CH:8]=[CH:9][CH:35]=[CH:33][CH:34]=1

참가 물질

5

반응물 3

HCID 407422-(1,2,3,4-Tetrahydroisoquinolin-2-yl)ethan-1-amineHCID 81531DiisopropylethylamineHCID 58958180(6-Chloropyrimidin-4-yl)-(2-methylquinolin-4-yl)amine

생성물 1

HCID 10479037N-[2-(4-Benzylpiperidin-1-yl)ethyl]-N'-(2-methylquinolin-4-yl)pyrimidine-4,6-diamine수율 25%

시약·촉매·용매 1

HCID 2631-Butanol용매

반응 조건

온도
100 °C

실험 절차

To a solution of diamine 36 (0.05 g, 0.21 mmol) in n-BuOH (2 mL) were sequentially added 108 (0.05 g, 0.18 mmol) and diisopropylethylamine (37 mg, 0.27 mmol). The mixture was heated at 100° C. overnight before the volatiles were removed under reduced pressure. The residue was purified by flash chromatography (SiO2, gradient elution, 3:1 hexanes/ethyl acetate to 7:3 CH2Cl2/MeOH) to yield the desired product (20 mg, 25%) as a yellow oil.

후처리

  1. customwere removed under reduced pressure
  2. customThe residue was purified by flash chromatography (SiO2, gradient elution, 3:1 hexanes/ethyl acetate to 7:3 CH2Cl2/MeOH)

출처 및 근거

ORD 기록
ord-e7d619599b294df088693f06ba5b1e7f
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07265122B2

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