Methanol → tert-Butyl (3R)-3-[{[2,2-dimethyl-3-oxo-4-[2-(propanethioylamino)ethyl]-7-(trifluoromethyl)-3,4-dihydro-2H-1,4-benzoxazin-6-yl]carbonyl}(isopropyl)amino]piperidine-1-carboxylate

HRID 1942465노트

반응식

HRID 1942465 반응식
[NH2:1][CH2:2][CH2:3][N:4]1[C:9]2[CH:10]=[C:11]([C:18]([N:20]([CH:34]([CH3:36])[CH3:35])[C@@H:21]3[CH2:26][CH2:25][CH2:24][N:23]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:22]3)=[O:19])[C:12]([C:14]([F:17])([F:16])[F:15])=[CH:13][C:8]=2[O:7][C:6]([CH3:38])([CH3:37])[C:5]1=[O:39].[S:40](S(O)(=O)=O)(O)(=O)=O.[CH3:48][CH2:49][CH2:50]C.C(N(CC)CC)C.CO>O>[CH3:38][C:6]1([CH3:37])[C:5](=[O:39])[N:4]([CH2:3][CH2:2][NH:1][C:50](=[S:40])[CH2:49][CH3:48])[C:9]2[CH:10]=[C:11]([C:18]([N:20]([CH:34]([CH3:35])[CH3:36])[C@@H:21]3[CH2:26][CH2:25][CH2:24][N:23]([C:27]([O:29][C:30]([CH3:31])([CH3:32])[CH3:33])=[O:28])[CH2:22]3)=[O:19])[C:12]([C:14]([F:15])([F:17])[F:16])=[CH:13][C:8]=2[O:7]1

참가 물질

6

반응물 4

HCID 887MethanolHCID 8471TriethylamineHCID 58376011tert-butyl (3R)-3-[{[4-(2-aminoethyl)-2,2-dimethyl-3-oxo-7-(trifluoromethyl)-3,4-dihydro-2H-1,4-benzoxazin-6-yl]carbonyl}(isopropyl)amino]piperidine-1-carboxylateHCID 86656349Methylpropane dithionate

생성물 1

HCID 86656348tert-Butyl (3R)-3-[{[2,2-dimethyl-3-oxo-4-[2-(propanethioylamino)ethyl]-7-(trifluoromethyl)-3,4-dihydro-2H-1,4-benzoxazin-6-yl]carbonyl}(isopropyl)amino]piperidine-1-carboxylate수율 137.1%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To tert-butyl (3R)-3-[{[4-(2-aminoethyl)-2,2-dimethyl-3-oxo-7-(trifluoromethyl)-3,4-dihydro-2H-1,4-benzoxazin-6-yl]carbonyl}(isopropyl)amino]piperidine-1-carboxylate (100 mg) were added methylpropane dithionate (23 mg), triethylamine (0.050 ml) and MeOH (3 ml), and the mixture was stirred at room temperature for 3 hours. After the reaction was complete, water was added to the reaction solution, and the mixture was extracted with ethyl acetate solution. The obtained ethyl acetate solution was washed with water and an aqueous sodium chloride solution, dried over magnesium sulfate, filtered and concentrated. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/2) to give the title compound (90 mg) as a colorless liquid.

후처리

  1. extractionthe mixture was extracted with ethyl acetate solution
  2. washThe obtained ethyl acetate solution was washed with water
  3. dry with materialan aqueous sodium chloride solution, dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/2)

출처 및 근거

ORD 기록
ord-7e6fb9c52ab648ff99f9b120481e8176
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08389511B2

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