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 1942465ノート

反応式

HRID 1942465 の反応式
[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

参加物

6

反応物 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

生成物 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-carboxylate収率 137.1%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-7e6fb9c52ab648ff99f9b120481e8176
出典データセット
uspto-grants-2013_03
特許番号
US08389511B2

反応ノート

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