Sulfamide → HCID 53473393, 화합물

HRID 2037453노트

반응식

HRID 2037453 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.[S:34](N)([NH2:37])(=[O:36])=[O:35]>O1CCOCC1>[NH2:37][S:34]([NH:1][CH2:2][CH2:3][C@@:4]1([C:27]2[CH:28]=[CH:29][C:30]([F:33])=[CH:31][CH:32]=2)[O:9][C:8](=[O:10])[N:7]([C@H:11]([C:13]2[CH:14]=[CH:15][C:16]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=3[F:26])=[CH:17][CH:18]=2)[CH3:12])[CH2:6][CH2:5]1)(=[O:36])=[O:35]

참가 물질

4

반응물 2

HCID 82267SulfamideHCID 53473235HCID 53473235, 화합물

생성물 1

HCID 53473393HCID 53473393, 화합물수율 25%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

A mixture of (R)-6-(2-aminoethyl)-3-((S)-1-(2′,4′-difluorobiphenyl-4-yl)ethyl)-6-(4-fluoro phenyl)-1,3-oxazinan-2-one (40 mg, 0.09 mmol) and sulfamide (44 mg, 0.45 mmol) in 1,4-dioxane (10 mL) was heated to reflux overnight. When the reaction was over, the solvent was removed to give the residue, which was purified by preparative HPLC to give the desired product (12 mg, 25%). 1H NMR (CDCl3): 1.54 (m, 3H), 2.26 (m, 5H), 3.08 (m, 3H), 4.56 (s, 2H), 5.67 (m, 1H), 6.89 (m, 2H), 7.05 (m, 4H), 7.28 (m, 5H). LC-MS Method 3 tR=1.24 min, m/z=534.

후처리

  1. temperaturewas heated
  2. temperatureto reflux overnight
  3. customwas removed
  4. customto give the residue, which
  5. customwas purified by preparative HPLC

출처 및 근거

ORD 기록
ord-5ba4369fe64540b8a3d7b87043761ba1
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08575156B2

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