Ethylamine → N-{[5-Fluoro-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-YL]methyl}ethanamine

HRID 38909노트

반응식

HRID 38909 반응식
CC1C=CC(S(O[CH2:12][CH:13]2[O:18][C:17]3[CH:19]=[C:20]([S:24]([CH3:27])(=[O:26])=[O:25])[CH:21]=[C:22]([F:23])[C:16]=3[O:15][CH2:14]2)(=O)=O)=CC=1.[CH2:28]([NH2:30])[CH3:29]>C(#N)C>[F:23][C:22]1[C:16]2[O:15][CH2:14][CH:13]([CH2:12][NH:30][CH2:28][CH3:29])[O:18][C:17]=2[CH:19]=[C:20]([S:24]([CH3:27])(=[O:25])=[O:26])[CH:21]=1

참가 물질

4

반응물 2

HCID 6341EthylamineHCID 86652936[5-Fluoro-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methyl 4-methylbenzenesulfonate

생성물 1

HCID 44469598N-{[5-Fluoro-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-YL]methyl}ethanamine

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
120 °C

실험 절차

A mixture of [5-fluoro-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methyl 4-methylbenzenesulfonate (0.3 g, 0.8 mmol), ethanamine (1 ml, 70% in water) and ACN (2 ml) was heated under microwave radiation at 120° C. for 20 min. Purification on SCX-3 column (TEA/MeOH) and on flash column chromatography (Isooctane/EtOAc/MeOH). Yield: 0.1 g, 61%. The amine was converted to the hydrochloric acid salt and crystallized from EtOH. M.p. 256° C. MS m/z (rel. intensity, 70 eV) 289 (M+, 12), 70 (17), 59 (20), 58 (bp), 56 (19).

후처리

  1. customPurification on SCX-3 column (TEA/MeOH)
  2. customcrystallized from EtOH

출처 및 근거

ORD 기록
ord-341ef346f78544b5bb5f23988f960d7b
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524766B2

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