Hydrochloric Acid → HCID 53473321, 화합물

HRID 2037532노트

반응식

HRID 2037532 반응식
[NH2:1][CH2:2][CH2:3][C@@:4]1([C:27]2[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=2)[O:9][C:8](=[O:10])[N:7]([C@H:11]([C:13]2[CH:18]=[CH:17][C:16]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=3[F:26])=[CH:15][CH:14]=2)[CH3:12])[CH2:6][CH2:5]1.[NH2:34][C:35](N)=[O:36].Cl>O>[F:26][C:20]1[CH:21]=[C:22]([F:25])[CH:23]=[CH:24][C:19]=1[C:16]1[CH:15]=[CH:14][C:13]([C@@H:11]([N:7]2[CH2:6][CH2:5][C@:4]([CH2:3][CH2:2][NH:1][C:35]([NH2:34])=[O:36])([C:27]3[CH:28]=[CH:29][C:30]([F:33])=[CH:31][CH:32]=3)[O:9][C:8]2=[O:10])[CH3:12])=[CH:18][CH:17]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 1176UreaHCID 53473235HCID 53473235, 화합물

생성물 1

HCID 53473321HCID 53473321, 화합물수율 68%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a solution of (R)-6-(2-aminoethyl)-3-((S)-1-(2′,4′-difluorobiphenyl-4-yl)ethyl)-6-(4-fluoro-phenyl)-1,3-oxazinan-2-one (30 mg, 0.065 mmol) and urea (16 mg, 0.26 mmol) in H2O (3 mL) was added concentrated HCl (0.05 mL), and the mixture was refluxed overnight. The reaction mixture was crystallized by standing at rt. The precipitate was filtered and rinsed well with water to give 1-(2-((R)-3-((S)-1-(2′,4′-difluorobiphenyl-4-yl)ethyl)-6-(4-fluorophenyl)-2-oxo-1,3-oxazinan-6-yl)ethyl)urea (20 mg, 68%). LC-MS Method 3 tR=1.3, min, m/z=498; 1H NMR (CDCl3): 1.54-1.60 (d, 3H), 2.01-2.09 (m, 1H), 2.22-2.41 (m, 4H), 2.91-3.14 (m, 2H), 3.35-3.44 (m, 1H), 5.56-5.62 (s, 1H), 5.63-5.71 (m, 1H), 6.87-6.99 (m, 2H), 7.01-7.12 (m, 3H), 7.22-7.31 (m, 2H), 7.32-7.48 (m, 3H).

후처리

  1. temperaturethe mixture was refluxed overnight
  2. customThe reaction mixture was crystallized
  3. customby standing at rt
  4. filtrationThe precipitate was filtered
  5. washrinsed well with water

출처 및 근거

ORD 기록
ord-e5b047e8885246318e25bff5dbb5cf3c
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08575156B2

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