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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Diisopropylcarbodiimide → (S)-tert-butyl 1-((4-(5-(5-(2-methoxyphenyl)-1,3,4-oxadiazol-2-yl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)thiophen-2-yl)methylamino)-1-oxopropan-2-ylcarbamate

HRID 2196507
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인쇄 미리보기

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HRID 2196507 반응식
[CH3:1][O:2][C:3]1[CH:42]=[CH:41][CH:40]=[CH:39][C:4]=1[C:5]([NH:7][NH:8][C:9]([C:11]1[N:15]([C:16]2[CH:17]=[C:18]([CH2:21][NH:22][C:23](=[O:34])[C@@H:24]([NH:26][C:27](=[O:33])[O:28][C:29]([CH3:32])([CH3:31])[CH3:30])[CH3:25])[S:19][CH:20]=2)[N:14]=[C:13]([C:35]([F:38])([F:37])[F:36])[CH:12]=1)=O)=[O:6].CC(C)N=C=NC(C)C>CN(C=O)C>[CH3:1][O:2][C:3]1[CH:42]=[CH:41][CH:40]=[CH:39][C:4]=1[C:5]1[O:6][C:9]([C:11]2[N:15]([C:16]3[CH:17]=[C:18]([CH2:21][NH:22][C:23](=[O:34])[C@@H:24]([NH:26][C:27](=[O:33])[O:28][C:29]([CH3:30])([CH3:31])[CH3:32])[CH3:25])[S:19][CH:20]=3)[N:14]=[C:13]([C:35]([F:36])([F:37])[F:38])[CH:12]=2)=[N:8][N:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 12734DiisopropylcarbodiimideHCID 69299464(S)-tert-butyl 1-((4-(5-(2-(2-methoxybenzoyl)hydrazinecarbonyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)thiophen-2-yl)methylamino)-1-oxopropan-2-ylcarbamate

생성물 1

HCID 69300925(S)-tert-butyl 1-((4-(5-(5-(2-methoxyphenyl)-1,3,4-oxadiazol-2-yl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)thiophen-2-yl)methylamino)-1-oxopropan-2-ylcarbamate수율 101.3%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

실험 절차

A solution of compound 16 (73 mg, 0.120 mmol) in DMF (1.0 mL) and DIC (0.1 mL, 0.642 mmol) was heated to 100 degrees for 13 hours. The reaction was concentrated down to a brown gum and then applied onto a 12M Biotage column and eluted with 0-5% methanol and dichloromethane to give 72 mg of a semi-purified compound. This material was further purified by preparative HPLC (C18 Aquasil 20×250 mm; 40-85% methanol in water in 45 minutes at 10 mL/min) to give compound 17 (20.3 mg, 29%) as a white crust. LRMS (ESI): calc. 592.2; found 493.2 (MH-Boc)+, 593.3 (MH)+.

후처리

  1. concentrationThe reaction was concentrated down to a brown gum
  2. washeluted with 0-5% methanol and dichloromethane

출처 및 근거

ORD 기록
ord-ebcf3b3c14804043867b0e37dbdcf052
출처 데이터셋
uspto-grants-2012_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08338437B2

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