Diisopropylethylamine → 2-[(1-Methyl-1-{1-[2-(methylsulfonyl)-4-(trifluoromethoxy)benzoyl]piperidin-4-yl}ethyl)sulfonyl]-6-(trifluoromethyl)pyridine

HRID 1873851ノート

反応式

HRID 1873851 の反応式
[CH3:1][S:2]([C:5]1[CH:13]=[C:12]([O:14][C:15]([F:18])([F:17])[F:16])[CH:11]=[CH:10][C:6]=1[C:7]([OH:9])=O)(=[O:4])=[O:3].[CH3:19][C:20]([S:28]([C:31]1[CH:36]=[CH:35][CH:34]=[C:33]([C:37]([F:40])([F:39])[F:38])[N:32]=1)(=[O:30])=[O:29])([CH:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1)[CH3:21].CN([P+](ON1N=NC2C=CC=CC1=2)(N(C)C)N(C)C)C.F[P-](F)(F)(F)(F)F.C(N(C(C)C)CC)(C)C>CS(C)=O.O.FC(F)(F)C(O)=O.CN(C)C=O>[CH3:21][C:20]([S:28]([C:31]1[CH:36]=[CH:35][CH:34]=[C:33]([C:37]([F:39])([F:40])[F:38])[N:32]=1)(=[O:30])=[O:29])([CH:22]1[CH2:23][CH2:24][N:25]([C:7](=[O:9])[C:6]2[CH:10]=[CH:11][C:12]([O:14][C:15]([F:18])([F:17])[F:16])=[CH:13][C:5]=2[S:2]([CH3:1])(=[O:3])=[O:4])[CH2:26][CH2:27]1)[CH3:19]

参加物

9

反応物 4

HCID 81531DiisopropylethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 594473092-(Methylsulfonyl)-4-(trifluoromethoxy)benzoic acidHCID 594474312-[(1-Methyl-1-piperidin-4-ylethyl)sulfonyl]-6-(trifluoromethyl)pyridine

生成物 1

HCID 594471812-[(1-Methyl-1-{1-[2-(methylsulfonyl)-4-(trifluoromethoxy)benzoyl]piperidin-4-yl}ethyl)sulfonyl]-6-(trifluoromethyl)pyridine

試薬・触媒・溶媒 4

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 6422Trifluoroacetic acid溶媒

実験手順

To a 10 ml vial was added 2-(methylsulfonyl)-4-(trifluoromethoxy)benzoic acid (16.9 mg, 0.059 mmol), 2-[(1-methyl-1-piperidin-4-ylethyl)sulfonyl]-6-(trifluoromethyl)pyridine (20 mg, 0.059 mmol), Bop reagent (31.6 mg, 0.071 mmol), diisopropylethyl amine (0.052 ml, 0.297 mmol) and 1 ml dimethylformamide. The resulting solution was stirred at room temperature for 1 hour. It was diluted with 1 m dimethyl sulfoxide, 0.5 ml water and 0.1 ml trifluoroacetic acid. This mixture was loaded on to reverse phase column directly and eluted with water acetonitrile gradient solvent to give the title compound as fluffy white solid after lyophilizing.

後処理

  1. washeluted with water acetonitrile gradient solvent

出典と根拠

ORDレコード
ord-b8b50378c77a4b3195d3d8de95b36b44
出典データセット
uspto-grants-2012_11
特許番号
US08304434B2

反応ノート

読み込み中…