Dimethylamine → 5-(Dimethylamino)isoindolin-1-one

HRID 1772149노트

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HRID 1772149 반응식
F[C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[NH:6][CH2:5]2.[CH3:12][NH:13][CH3:14]>C(O)C>[CH3:12][N:13]([CH3:14])[C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[NH:6][CH2:5]2

참가 물질

4

반응물 2

HCID 674DimethylamineHCID 197880975-fluoro-2,3-dihydro-1H-isoindol-1-one

생성물 1

HCID 666103345-(Dimethylamino)isoindolin-1-one수율 81%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
165 °C

실험 절차

A 500-mL high-pressure bomb reactor was charged with 123b (2.20 g, 14.5 mmol) ethanol (30 mL) and excess dimethylamine (50 mL). The mixture was heated at 165° C. for 36h. After this time, the mixture was concentrated and the resulting residue was purified by flash column chromatography (silica, 98:2 ethyl acetate/triethyl-amine) to afford an 81% yield (2.40 g) of 123c as a yellow solid: mp 122-124° C.; 1H NMR (300 MHz, DMSO-d6) δ 7.99 (s, 1H), 7.44 (d, 1H, J=9.3 Hz), 6.77 (m, 2H), 4.24 (s, 2H), 2.99 (s, 6H).

후처리

  1. concentrationAfter this time, the mixture was concentrated
  2. customthe resulting residue was purified by flash column chromatography (silica, 98:2 ethyl acetate/triethyl-amine)

출처 및 근거

ORD 기록
ord-43b926ec4325439196a28c92e3e32731
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09249123B2

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