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

3-Amino-5-methylisoxazole → 1-Oxo-N-(3-phenyl-1,2-oxazol-5-yl)-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]benzimidazole-8-carboxamide

HRID 1521757
노트
인쇄 미리보기

반응식

HRID 1521757 반응식
[O:1]=[C:2]1[C:8]2=[N:9][C:10]3[CH:15]=[CH:14][C:13]([C:16]([OH:18])=O)=[CH:12][C:11]=3[N:7]2[CH2:6][CH2:5][CH2:4][NH:3]1.C(N1C=CN=C1)([N:21]1C=CN=C1)=O.C[C:32]1[O:36][N:35]=[C:34](N)[CH:33]=1.[CH2:38]1[CH2:48][CH2:47]N2[C:41](=NCCC2)[CH2:40][CH2:39]1>C1COCC1>[O:1]=[C:2]1[C:8]2=[N:9][C:10]3[CH:15]=[CH:14][C:13]([C:16]([NH:21][C:32]4[O:36][N:35]=[C:34]([C:38]5[CH:39]=[CH:40][CH:41]=[CH:47][CH:48]=5)[CH:33]=4)=[O:18])=[CH:12][C:11]=3[N:7]2[CH2:6][CH2:5][CH2:4][NH:3]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 661723-Amino-5-methylisoxazoleHCID 682631,1'-CarbonyldiimidazoleHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 672364761-Oxo-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]benzimidazole-8-carboxylic acid2회

생성물 1

HCID 683226701-Oxo-N-(3-phenyl-1,2-oxazol-5-yl)-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]benzimidazole-8-carboxamide수율 15.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 1-oxo-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]benzimidazole-8-carboxylic acid (Intermediate B, 71 mg, 0.29 mmol) and 1,1′-carbonyldiimidazole (117 mg, 0.72 mmol) in THF (10 mL) is heated to 60° C. for 1 h. The solution is cooled to room temperature and 5-methyl-3-aminoisoxazole (191 mg, 1.16 mmol) is added. After 10 min DBU (0.11 mL, 0.72 mmol) is added and the mixture heated at 60° C. for 16 h. The solvent is evaporated and H2O is added to the residue. The resulting solid is collected by filtration and is purified via preparative HPLC to afford the title compound (17 mg, 12%).

후처리

  1. temperaturethe mixture heated at 60° C. for 16 h
  2. customThe solvent is evaporated
  3. additionH2O is added to the residue
  4. filtrationThe resulting solid is collected by filtration
  5. customis purified via preparative HPLC

출처 및 근거

ORD 기록
ord-d00844fc9eae48cdb4ae60ac5c475ce5
출처 데이터셋
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09073926B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트