ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Trifluoroacetic acid → 2-(2,4-Difluorophenyl)-6-(1-hydroxy-1-methylethyl)-N-{(1R)-1-[1-oxido-6-(trifluoromethyl)pyridin-3-yl]ethyl}isonicotinamide

HRID 1909126
ノート
印刷プレビュー

反応式

HRID 1909126 の反応式
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:10]=[C:11]([CH:15]=[C:16]([C:18]([OH:21])([CH3:20])[CH3:19])[N:17]=1)[C:12]([OH:14])=O.[O-:22][N+:23]1[C:28]([C:29]([F:32])([F:31])[F:30])=[CH:27][CH:26]=[C:25]([C@H:33]([NH2:35])[CH3:34])[CH:24]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(C(C)C)CC)(C)C.FC(F)(F)C(O)=O>CN(C=O)C.O>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:10]=[C:11]([CH:15]=[C:16]([C:18]([OH:21])([CH3:20])[CH3:19])[N:17]=1)[C:12]([NH:35][C@@H:33]([C:25]1[CH:24]=[N+:23]([O-:22])[C:28]([C:29]([F:30])([F:31])[F:32])=[CH:27][CH:26]=1)[CH3:34])=[O:14]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 6422Trifluoroacetic acidHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 59539683(1R)-1-[1-oxido-6-(trifluoromethyl)pyridin-3-yl]ethanamineHCID 673396622-(2,4-Difluorophenyl)-6-(1-hydroxy-1-methylethyl)isonicotinic acid

生成物 1

HCID 42603067
2-(2,4-Difluorophenyl)-6-(1-hydroxy-1-methylethyl)-N-{(1R)-1-[1-oxido-6-(trifluoromethyl)pyridin-3-yl]ethyl}isonicotinamide
収率 83.1%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 2-(2,4-difluorophenyl)-6-(1-hydroxy-1-methylethyl)isonicotinic acid (19.5 mg, 0.07 mmol) in DMF (0.67 mL) were added hydrochloride salt of (1R)-1-[1-oxido-6-(trifluoromethyl)pyridin-3-yl]ethanamine (24.2 mg, 0.10 mmol), HATU (0.5 M in DMA; 0.2 mL, 0.10 mmol) and diisopropylethylamine (46.5 uL, 0.27 mmol). The mixture was stirred at ambient temperature. After 30 min, small amount of water and trifluoroacetic acid were added and the mixture was purified by reverse phase chromatography (C-18, 95% water/acetonitrile→5% water/acetonitrile with 0.1% trifluoroacetic acid) gave the title compound (28 mg). HRMS 482.1462 (M+1). 1H NMR (400 MHz, CDCl3): δ 8.38 (s, 1H); 8.09-8.01 (m, 1H); 7.94 (s, 1H); 7.73 (s, 1H); 7.67 (d, J=8.3 Hz, 1H); 7.38 (d, J=8.3 Hz, 1H); 7.07-6.98 (m, 1H); 6.99-6.90 (m, 1H); 6.74 (d, J=6.9 Hz, 1H); 5.32-5.25 (m, 1H); 4.38 (s, 1H); 1.67 (d, J=7.1 Hz, 3H); 1.62 (s, 6H).

後処理

  1. customthe mixture was purified by reverse phase chromatography (C-18, 95% water/acetonitrile→5% water/acetonitrile with 0.1% trifluoroacetic acid)

出典と根拠

ORDレコード
ord-1bc1070321c848e2af0053418b9ceb68
出典データセット
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08598209B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート