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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Ethanol → 2-Cyano-N-{(3R)-1-[(4S)-7-(3,5-dimethylisoxazol-4-yl)-4-pyridin-2-yl-4,5-dihydroimidazo[1,5,4-de][1,4]benzoxazin-2-yl]pyrrolidin-3-yl}-N-methylacetamide

HRID 589128
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HRID 589128 반응식
[CH2:1]([N:3](CC)CC)C.[CH2:8]([OH:10])[CH3:9].[CH3:11][C:12]1[C:16]([C:17]2[C:26]3[O:25][CH2:24][C@H:23]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][N:28]=4)[N:22]4[C:33]([N:35]5[CH2:39][CH2:38][C@@H:37]([NH:40][CH3:41])[CH2:36]5)=[N:34][C:20]([C:21]=34)=[CH:19][CH:18]=2)=[C:15]([CH3:42])[O:14][N:13]=1.O=C1CCC(=O)N1OC(=O)CC#N>C(Cl)Cl.CO>[C:1]([CH2:9][C:8]([N:40]([C@@H:37]1[CH2:38][CH2:39][N:35]([C:33]2[N:22]3[C@@H:23]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][N:28]=4)[CH2:24][O:25][C:26]4=[C:21]3[C:20](=[CH:19][CH:18]=[C:17]4[C:16]3[C:12]([CH3:11])=[N:13][O:14][C:15]=3[CH3:42])[N:34]=2)[CH2:36]1)[CH3:41])=[O:10])#[N:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 702EthanolHCID 8471TriethylamineHCID 534158962,5-Dioxopyrrolidin-1-yl 2-cyanoacetateHCID 86299192US9624241, Example 181A

생성물 1

HCID 904090432-Cyano-N-{(3R)-1-[(4S)-7-(3,5-dimethylisoxazol-4-yl)-4-pyridin-2-yl-4,5-dihydroimidazo[1,5,4-de][1,4]benzoxazin-2-yl]pyrrolidin-3-yl}-N-methylacetamide수율 14%

시약·촉매·용매

2
HCID 887Methanol용매HCID 6344Dichloromethane용매

실험 절차

Triethylamine (8.2 μL, 0.059 mmol) and ethanol (1.0 mL) were added to a solution of (3R)-1-[(4S)-7-(3,5-dimethylisoxazol-4-yl)-4-pyridin-2-yl-4,5-dihydroimidazo[1,5,4-de][1,4]benzoxazin-2-yl]-N-methylpyrrolidin-3-amine (8.5 mg, 0.020 mmol) in methylene chloride (0.50 mL), followed by addition of 3-[(2,5-dioxopyrrolidin-1-yl)oxy]-3-oxopropanenitrile (7.2 mg, 0.039 mmol) and the mixture was stirred overnight at room temperature. The mixture was then diluted with methanol and purified by preparative LCMS using pH 10 buffer to give the title compound (1.4 mg, 14%). LCMS calc. for C27H28N7O3 (M+H)+: m/z=498.2. found: 498.3.

후처리

  1. custompurified by preparative LCMS

출처 및 근거

ORD 기록
ord-aee47cb462604651bd552eefe8132253
출처 데이터셋
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09227985B2

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