Pentane, 1-isocyanato- → 1-{2-[2-(dimethylamino)ethyl]-1,3-dioxo-2,3-dihydro-1H-dibenzo[de,h]isoquinolin-11-yl}-3-pentylurea

HRID 18131

반응식

HRID 18131 반응식
[NH2:1][C:2]1[C:15]2[C:6](=[CH:7][C:8]3[C:9]4[C:14]=2[C:13](=[O:16])[N:12]([CH2:17][CH2:18][N:19]([CH3:21])[CH3:20])[C:11](=[O:22])[C:10]=4[CH:23]=[CH:24][CH:25]=3)[CH:5]=[CH:4][CH:3]=1.[CH2:26]([N:31]=[C:32]=[O:33])[CH2:27][CH2:28][CH2:29][CH3:30].C(Cl)Cl.CO>C(#N)C>[CH3:21][N:19]([CH3:20])[CH2:18][CH2:17][N:12]1[C:11](=[O:22])[C:10]2[CH:23]=[CH:24][CH:25]=[C:8]3[C:9]=2[C:14](=[C:15]2[C:2]([NH:1][C:32]([NH:31][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])=[O:33])=[CH:3][CH:4]=[CH:5][C:6]2=[CH:7]3)[C:13]1=[O:16]

참가 물질

5

반응물 3

HCID 206036Pentane, 1-isocyanato-HCID 1006541311-amino-2-[2-(dimethylamino)ethyl]-1H-dibenzo[de,h]isoquinoline-1,3(2H)-dioneHCID 21226129Dichloromethane methanol

생성물 1

HCID 167178791-{2-[2-(dimethylamino)ethyl]-1,3-dioxo-2,3-dihydro-1H-dibenzo[de,h]isoquinolin-11-yl}-3-pentylurea수율 28%

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

반응 조건

온도
20 °C

실험 절차

A solution of 100 mg (0.30 mmole) of 11-amino-2-[2-(dimethylamino)ethyl]-1H-dibenzo[de,h]isoquinoline-1,3(2H)-dione (obtained in example 3) in 4 mL of acetonitrile was stirred at 20° C. 156 μL (4 molar equivalents) of pentyl isocyanate in 3 mL acetonitrile were added. The mixture was magnetically stirred at 20° C. during 18 hours. The solvent was then evaporated under reduced pressure and the residue was submitted to a flash chromatography on silica (eluent: CH2Cl2/methanol in a 95:5 ratio) to provide 37 mg (yield: 28%) of the desired product (formula below) as an orange powder

후처리

  1. customThe solvent was then evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-ea1a4dbc488941e19c722d888f182314
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741337B2

연결된 노트

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