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

Citric Acid → 3-(2-cyanopropan-2-yl)-N-(2,4-difluoro-5-nitrophenyl)benzamide

HRID 1184882
노트
인쇄 미리보기

반응식

HRID 1184882 반응식
[NH2:1][C:2]1C2C(=NC=CN=2)SC=1C(O)=O.[CH3:14]N(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN([CH:44]([CH3:46])[CH3:45])C(C)C.[F:47][C:48]1[CH:54]=[C:53]([F:55])[C:52]([N+:56]([O-:58])=[O:57])=[CH:51][C:49]=1[NH2:50].[C:59](O)(=O)[CH2:60][C:61]([CH2:66][C:67](O)=O)([C:63]([OH:65])=O)O>CN(C=O)C>[C:2]([C:44]([C:67]1[CH:66]=[C:61]([CH:60]=[CH:59][CH:14]=1)[C:63]([NH:50][C:49]1[CH:51]=[C:52]([N+:56]([O-:58])=[O:57])[C:53]([F:55])=[CH:54][C:48]=1[F:47])=[O:65])([CH3:45])[CH3:46])#[N:1]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 311Citric AcidHCID 81531DiisopropylethylamineHCID 27583122,4-Difluoro-5-nitroanilineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 122257127-Aminothieno[2,3-b]pyrazine-6-carboxylic acid

생성물 1

HCID 67125705
3-(2-cyanopropan-2-yl)-N-(2,4-difluoro-5-nitrophenyl)benzamide
수율 48%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
60 °C

실험 절차

A solution of 7-aminothieno[2,3-b]pyrazine-6-carboxylic acid 8 (179 mg, 0.948 mmol), HATU and DIPEA (0.313 mL, 1.895 mmol) in DMF (6 mL) was stirred at rt for 15 min. 2,4-difluoro-5-nitroaniline 71 (165 mg, 0.948 mmol) was added and stirred overnight at 60° C. Citric acid solution (3%) was added and extracted with EtOAc. Organic layer was washed twice water, brine, dried and evaporated. Purification by chromatography (20% EtOAc in heptane) gave 3-(2-cyanopropan-2-yl)-N-(2,4-difluoro-5-nitrophenyl)benzamide 72 (157 mg, 48%). (m/z)=346 (M+H)+.

후처리

  1. extractionextracted with EtOAc
  2. washOrganic layer was washed twice water, brine
  3. customdried
  4. customevaporated
  5. customPurification by chromatography (20% EtOAc in heptane)

출처 및 근거

ORD 기록
ord-beb35513b3834930b618bf8105fd54c5
출처 데이터셋
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08669256B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트