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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Hydrochloric Acid → (R)-[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl][2-methanesulfonyl-4-(3-methyl-1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl]methanone

HRID 2411543
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HRID 2411543 반응식
[CH3:1][S:2]([C:5]1[CH:15]=[C:14]([N:16]2[C@H:20]([CH3:21])[CH2:19][CH2:18][S:17]2(=[O:23])=[O:22])[CH:13]=[CH:12][C:6]=1[C:7](OCC)=[O:8])(=[O:4])=[O:3].[OH-].[Na+].Cl.Cl.[CH:28]1([C:31]2[CH:32]=[C:33]([CH3:43])[C:34]([N:37]3[CH2:42][CH2:41][NH:40][CH2:39][CH2:38]3)=[N:35][CH:36]=2)[CH2:30][CH2:29]1.CN1CCOCC1.O.[Cl-].COC1N=C(OC)N=C([N+]2(C)CCOCC2)N=1>C(O)C.O>[CH:28]1([C:31]2[CH:32]=[C:33]([CH3:43])[C:34]([N:37]3[CH2:38][CH2:39][N:40]([C:7]([C:6]4[CH:12]=[CH:13][C:14]([N:16]5[C@H:20]([CH3:21])[CH2:19][CH2:18][S:17]5(=[O:23])=[O:22])=[CH:15][C:5]=4[S:2]([CH3:1])(=[O:3])=[O:4])=[O:8])[CH2:41][CH2:42]3)=[N:35][CH:36]=2)[CH2:30][CH2:29]1
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참가 물질

9

반응물 6

HCID 313Hydrochloric AcidHCID 79724-MethylmorpholineHCID 14798Sodium HydroxideHCID 231494114-(4,6-Dimethoxy[1.3.5]triazin-2-yl)-4-methylmorpholinium chloride hydrateHCID 673810911-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine hydrochlorideHCID 71261164ethyl (R)-2-methanesulfonyl-4-(3-methyl-1,1-dioxo-1lambda6-isothiazolidin-2-yl)benzoate

생성물 1

HCID 71252987(R)-[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl][2-methanesulfonyl-4-(3-methyl-1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl]methanone수율 54.9%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

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온도
60 °C

실험 절차

Ethyl (R)-2-methanesulfonyl-4-(3-methyl-1,1-dioxo-1λ6-isothiazolidin-2-yl)benzoate (361 mg) described in Preparation Example 28 was dissolved in ethanol (5 mL), 1N aqueous sodium hydroxide solution (1.5 mL) was added, and the mixture was stirred at 60° C. After completion of the reaction, the reaction mixture was neutralized with 1N hydrochloric acid (1.5 mL), 1-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine hydrochloride (254 mg) described in Preparation Example 82, N-methylmorpholine (0.2 mL) and 4-(4,6-dimethoxy[1.3.5]triazin-2-yl)-4-methylmorpholinium chloride hydrate (277 mg) were added, and the mixture was stirred at room temperature overnight. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and the solvent was evaporated. The obtained residue was purified by silica gel column chromatography (ethyl acetate:hexane) to give the title compound (292 mg).

후처리

  1. customAfter completion of the reaction
  2. additionwere added
  3. stirringthe mixture was stirred at room temperature overnight
  4. extractionthe mixture was extracted with ethyl acetate
  5. washThe organic layer was washed with saturated brine
  6. customthe solvent was evaporated
  7. customThe obtained residue was purified by silica gel column chromatography (ethyl acetate:hexane)

출처 및 근거

ORD 기록
ord-898b43084ca44026a2ecc30ccff0a6e0
출처 데이터셋
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08816079B2

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