Pentafluorophenol → HCID 58989934、化合物

HRID 1663087ノート

反応式

HRID 1663087 の反応式
[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]

参加物

4

反応物 2

HCID 13041PentafluorophenolHCID 3239010HCID 3239010、化合物

生成物 1

HCID 58989934HCID 58989934、化合物収率 67.9%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-0fb3e5dfae3241b99173ac98e7eddf38
出典データセット
uspto-grants-2011_10
特許番号
US08034811B2

反応ノート

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