Pentafluorophenol → HCID 58989934, 화합물

HRID 1663087노트

반응식

HRID 1663087 반응식
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][NH:8][C:9]2[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=2[C:11]([OH:13])=[O:12])=[CH:3][CH:2]=1.[F:18][C:19]1[C:24]([F:25])=[C:23]([F:26])[C:22]([F:27])=[C:21]([F:28])[C:20]=1O>CCOC(C)=O>[F:18][C:19]1[C:20]([O:12][C:11](=[O:13])[C:10]2[CH:14]=[CH:15][CH:16]=[CH:17][C:9]=2[NH:8][CH2:7][C:4]2[CH:3]=[CH:2][N:1]=[CH:6][CH:5]=2)=[C:21]([F:28])[C:22]([F:27])=[C:23]([F:26])[C:24]=1[F:25]

참가 물질

4

반응물 2

HCID 13041PentafluorophenolHCID 3239010HCID 3239010, 화합물

생성물 1

HCID 58989934HCID 58989934, 화합물수율 67.9%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

To a stirred suspension of 2-[(Pyridin-4-ylmethyl)-amino]-benzoic acid (preparation 1, 300 mg) in EtOAC (10 ml) was added 2,3,4,5,6-pentafluorophenol (413 mg) followed by drop-wise addition of a solution of N,N-dicyclohexyl-carbodiimide (461 mg) in EtOAc (5 ml). The reaction mixture was stirred at room temperature for 15 hours. The formed precipitate was removed by filtration and the filtrate was evaporated under reduced pressure. The remaining material was subjected to column chromatography on silica gel (petroleum ether/EtOAc as eluent) and gave the title compound (352 mg). 13C-NMR (DMSO-d6) δ 163.2, 151.4, 149.7, 148.1, 140.9, 138.9, 137.6, 136.9, 131.9, 124.7, 121.9, 115.6, 112.5, 105.5, 44.7.

후처리

  1. customThe formed precipitate was removed by filtration
  2. customthe filtrate was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-0fb3e5dfae3241b99173ac98e7eddf38
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08034811B2

반응 노트

불러오는 중…