Diisopropylethylamine → HCID 56962057、化合物

HRID 1958207ノート

反応式

HRID 1958207 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([NH:20][C:21]([C:23]3[CH:24]=[N:25][CH:26]=[C:27]([CH:31]=3)[C:28](O)=[O:29])=[O:22])[CH:11]=[N:12][C:13]=2[O:14][CH2:15][C:16]([F:19])([F:18])[F:17])=[CH:4][CH:3]=1.Cl.CN.[CH3:35][N:36](C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:9]=[C:10]([NH:20][C:21]([C:23]3[CH:24]=[N:25][CH:26]=[C:27]([C:28]([NH:36][CH3:35])=[O:29])[CH:31]=3)=[O:22])[CH:11]=[N:12][C:13]=2[O:14][CH2:15][C:16]([F:18])([F:17])[F:19])=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 6364545Methylamine hydrochlorideHCID 67280524HCID 67280524、化合物

生成物 1

HCID 56962057HCID 56962057、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

5-[5-(4-Chloro-phenyl)-6-(2,2,2-trifluoro-ethoxy)-pyridin-3-ylcarbamoyl]-nicotinic acid (120 mg, 260 μmol) and methylamine hydrochloride (140 mg, 2.6 mmol) were dissolved in DMF (3 mL). TBTU (125 mg, 390 μmol) and DIPEA (672 mg, 908 μl, 5.2 mmol) were added. The reaction mixture was stirred at room temperature for 20 h. The crude reaction mixture was concentrated in vacuo and purified by flash chromatography (silica gel, 10 g, 0% to 100% ethyl acetate in heptane) to deliver 34 mg (28%) of the title compound as white solid; LC-MS (UV peak area/ESI) 99.5%, 465.0928 (M+H)+.

後処理

  1. customThe crude reaction mixture
  2. concentrationwas concentrated in vacuo
  3. custompurified by flash chromatography (silica gel, 10 g, 0% to 100% ethyl acetate in heptane)

出典と根拠

ORDレコード
ord-4dd8c4699fab4f22be71bc407100356c
出典データセット
uspto-grants-2013_04
特許番号
US08410107B2

反応ノート

読み込み中…