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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Hydroxyamine hydrochloride → (+/-)-Isopropyl 5-[(3,5-bistrifluoromethyl-benzyl)-(5-methyl-isoxazol-5-yl)-amino]-8-chloro-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate

HRID 507080
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HRID 507080 반응식
Cl.[NH2:2]O.[C:4]([O-])(=O)[CH3:5].[Na+].[F:9][C:10]([F:48])([F:47])[C:11]1[CH:12]=[C:13]([CH:40]=[C:41]([C:43]([F:46])([F:45])[F:44])[CH:42]=1)[CH2:14][N:15]([C:34](=[O:39])[CH2:35]C(=O)C)[CH:16]1[CH2:22][CH2:21][CH2:20][N:19]([C:23]([O:25][CH:26]([CH3:28])[CH3:27])=[O:24])[C:18]2[CH:29]=[C:30]([Cl:33])[CH:31]=[CH:32][C:17]1=2>CO>[F:47][C:10]([F:9])([F:48])[C:11]1[CH:12]=[C:13]([CH:40]=[C:41]([C:43]([F:44])([F:45])[F:46])[CH:42]=1)[CH2:14][N:15]([C:34]1([CH3:35])[O:39][NH:2][CH:4]=[CH:5]1)[CH:16]1[CH2:22][CH2:21][CH2:20][N:19]([C:23]([O:25][CH:26]([CH3:28])[CH3:27])=[O:24])[C:18]2[CH:29]=[C:30]([Cl:33])[CH:31]=[CH:32][C:17]1=2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 59432322(+/-)-5-[(3,5-Bistrifluoromethyl-benzyl)-(3-oxo-butyryl)-amino]-8-chloro-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylic acid isopropyl ester

생성물 1

HCID 86615659(+/-)-Isopropyl 5-[(3,5-bistrifluoromethyl-benzyl)-(5-methyl-isoxazol-5-yl)-amino]-8-chloro-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate수율 797.7%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Add hydroxylamine hydrochloride (39 mg, 0.55 mmol) and sodium acetate (1.5 mg, 0.018 mmol). to a solution of compound (+/−)-5-[(3,5-bistrifluoromethyl-benzyl)-(3-oxo-butyryl)-amino]-8-chloro-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylic acid isopropyl ester (Example 51, Step 1) (218 mg, 0.37 mmol) in methanol (1.8 mL) at 0° C., Heat the reaction mixture under reflux overnight. Cool and remove the solvents under reduce pressure. Dilute the residue with ethyl acetate and brine. Separate the layers and dry the organic phase over magnesium sulfate, filter and concentrate in vacuo. Purify the residue by flash chromatography, eluting with hexanes/ethyl acetate to afford the title compound (85 mg, 39%). MS (ES+): 590 (M+H).

후처리

  1. temperatureunder reflux overnight
  2. temperatureCool
  3. customremove the solvents
  4. additionDilute the residue with ethyl acetate and brine
  5. customSeparate the layers
  6. dry with materialdry the organic phase over magnesium sulfate
  7. filtrationfilter
  8. concentrationconcentrate in vacuo
  9. customPurify the residue by flash chromatography
  10. washeluting with hexanes/ethyl acetate

출처 및 근거

ORD 기록
ord-49edfeb8ef9049c48b2016b037b8289d
출처 데이터셋
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07786108B2

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