Ethanolamine → HCID 58109728, 화합물

HRID 2037468노트

반응식

HRID 2037468 반응식
CS(O[CH2:6][CH2:7][C@@:8]1([C:31]2[CH:36]=[CH:35][C:34]([F:37])=[CH:33][CH:32]=2)[O:13][C:12](=[O:14])[N:11]([C@H:15]([C:17]2[CH:22]=[CH:21][C:20]([C:23]3[CH:28]=[CH:27][C:26]([F:29])=[CH:25][C:24]=3[F:30])=[CH:19][CH:18]=2)[CH3:16])[CH2:10][CH2:9]1)(=O)=O.[NH2:38][CH2:39][CH2:40][OH:41]>CO>[F:30][C:24]1[CH:25]=[C:26]([F:29])[CH:27]=[CH:28][C:23]=1[C:20]1[CH:21]=[CH:22][C:17]([C@@H:15]([N:11]2[CH2:10][CH2:9][C@@:8]([C:31]3[CH:32]=[CH:33][C:34]([F:37])=[CH:35][CH:36]=3)([CH2:7][CH2:6][NH:38][CH2:39][CH2:40][OH:41])[O:13][C:12]2=[O:14])[CH3:16])=[CH:18][CH:19]=1

참가 물질

4

반응물 2

HCID 700EthanolamineHCID 86649947HCID 86649947, 화합물

생성물 1

HCID 58109728HCID 58109728, 화합물수율 3.6%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 2-((S)-3-((S)-1-(2′,4′-difluorobi-phenyl-4-yl)ethyl)-6-(4-fluorophenyl)2-oxo 1,3-oxazinan-6-yl)ethyl methanesulfonate (58 mg, 0.11 mmol) in anhydrous MeOH was added 2-amino-ethanol (54 mg, 0.88 mmol). Then the reaction mixture was refluxed overnight. When the reaction was over, solvent was removed in vacuo. The residue was purified by preparative HPLC to give (R)-3-((S)-1-(2′,4′-difluorobiphenyl-4-yl)ethyl)-6-(4-fluorophenyl)-6-(2-(2-hydroxyethylamino)ethyl)-1,3-oxazinan-2-one (2 mg, 3%). 1H NMR (CDCl3): 1.53 (m, 3H), 2.25-2.36 (m, 4H), 2.51 (m, 1H), 2.87-3.24 (m, 5H), 3.75-4.02 (m, 2H), 5.60 (m, 1H), 6.85-6.96 (m, 2H), 6.96-7.10 (m, 4H), 7.22 (m, 2H), 7.38 (m, 4H).

후처리

  1. temperatureThen the reaction mixture was refluxed overnight
  2. customwas removed in vacuo
  3. customThe residue was purified by preparative HPLC

출처 및 근거

ORD 기록
ord-fa74a4ec76744f01955af90c8042d722
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08575156B2

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