홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Triethylamine → Trimethylsilylethyl 6-((tert-butoxycarbonyl)methyl)-5-(2,4-dichlorophenyl)-7-methylimidazo[1,2-a]pyrimidine-2-carbamate

HRID 1868464
노트
인쇄 미리보기

반응식

HRID 1868464 반응식
[C:1]([O:5][C:6]([CH2:8][C:9]1[C:10]([CH3:29])=[N:11][C:12]2[N:13]([CH:23]=[C:24](C(O)=O)[N:25]=2)[C:14]=1[C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=1[Cl:22])=[O:7])([CH3:4])([CH3:3])[CH3:2].C1C=CC(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:37])=CC=1.[Si:47]([CH2:51][CH2:52][OH:53])([CH3:50])([CH3:49])[CH3:48].CC[N:56]([CH2:59]C)CC>C1(C)C=CC=CC=1>[C:1]([O:5][C:6]([CH2:8][C:9]1[C:10]([CH3:29])=[N:11][C:12]2[N:13]([CH:23]=[C:24]([NH:56][C:59]([O:53][CH2:52][CH2:51][Si:47]([CH3:50])([CH3:49])[CH3:48])=[O:37])[N:25]=2)[C:14]=1[C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=1[Cl:22])=[O:7])([CH3:3])([CH3:4])[CH3:2]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 180132-(Trimethylsilyl)ethanolHCID 199401P,P-Diphenylphosphinic azideHCID 670215506-((Tert-butoxycarbonyl)methyl)-5-(2,4-dichlorophenyl)-7-methylimidazo[1,2-a]pyrimidine-2-carboxylic acid

생성물 1

HCID 67021519Trimethylsilylethyl 6-((tert-butoxycarbonyl)methyl)-5-(2,4-dichlorophenyl)-7-methylimidazo[1,2-a]pyrimidine-2-carbamate
수율 25.4%

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
65 °C

실험 절차

To a stirred solution of 6-((tert-butoxycarbonyl)methyl)-5-(2,4-dichlorophenyl)-7-methylimidazo[1,2-a]pyrimidine-2-carboxylic acid (Example 58, Step 2, 45 mg, 0.1 mmol) in PhCH3 (3 mL) was added DPPA (43 μL, 0.2 mmol), TMSCH2CH2OH (71 μL, 0.5 mmol) and Et3N (31 μL, 0.22 mmol). The reaction was heated to 65° C. for 16 h and was concentrated under reduced pressure. The resulting residue was diluted with EtOAc and extracted with satd aq NH4Cl, NaHCO3 and brine prior to drying over anhydrous MgSO4. Filtration, concentration under reduced pressure and purification by silica gel chromatography afforded trimethylsilylethyl 6-((tert-butoxycarbonyl)methyl)-5-(2,4-dichlorophenyl)-7-methylimidazo[1,2-a]pyrimidine-2-carbamate (14 mg, 25%).

후처리

  1. concentrationwas concentrated under reduced pressure
  2. additionThe resulting residue was diluted with EtOAc
  3. extractionextracted with satd aq NH4Cl, NaHCO3 and brine
  4. dry with materialto drying over anhydrous MgSO4
  5. filtrationFiltration, concentration
  6. customunder reduced pressure and purification by silica gel chromatography

출처 및 근거

ORD 기록
ord-aec46ade0af0420bb076dc5d511a2c0f
출처 데이터셋
uspto-grants-2009_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07635699B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트